The creation of an amine. It can be produced by the addition of an amino group to an organic compound or reduction of a nitro group.
A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.
A group of compounds derived from ammonia by substituting organic radicals for the hydrogens. (From Grant & Hackh's Chemical Dictionary, 5th ed)
Rhodium. A hard and rare metal of the platinum group, atomic number 45, atomic weight 102.905, symbol Rh. (Dorland, 28th ed)
Organic compounds composed exclusively of carbon and hydrogen where no carbon atoms join to form a ring structure.
Unsaturated hydrocarbons of the type Cn-H2n, indicated by the suffix -ene. (Grant & Hackh's Chemical Dictionary, 5th ed, p408)
The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.
The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
The facilitation of a chemical reaction by material (catalyst) that is not consumed by the reaction.
An NAD-dependent enzyme that catalyzes the reversible DEAMINATION of L-ALANINE to PYRUVATE and AMMONIA. The enzyme is needed for growth when ALANINE is the sole CARBON or NITROGEN source. It may also play a role in CELL WALL synthesis because L-ALANINE is an important constituent of the PEPTIDOGLYCAN layer.
A plant genus of the family LYCOPODIACEAE. Members contain ALKALOIDS. Lycopodium oil is obtained from L. clavatum.
Physical reactions involved in the formation of or changes in the structure of atoms and molecules and their interactions.
An enzyme that catalyzes the conversion of L-glutamate and water to 2-oxoglutarate and NH3 in the presence of NAD+. (From Enzyme Nomenclature, 1992) EC 1.4.1.2.
A metallic element with the atomic symbol Ir, atomic number 77, and atomic weight 192.22.
Inorganic or organic compounds derived from phosphine (PH3) by the replacement of H atoms. (From Grant & Hackh's Chemical Dictionary, 5th ed)
Saturated azacyclopropane compounds. They include compounds with substitutions on CARBON or NITROGEN atoms.
Pollution prevention through the design of effective chemical products that have low or no toxicity and use of chemical processes that reduce or eliminate the use and generation of hazardous substances.
Changing an open-chain hydrocarbon to a closed ring. (McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed)
A class of enzymes that catalyze oxidation-reduction reactions of amino acids.
Electropositive chemical elements characterized by ductility, malleability, luster, and conductance of heat and electricity. They can replace the hydrogen of an acid and form bases with hydroxyl radicals. (Grant & Hackh's Chemical Dictionary, 5th ed)
Any chemical species which accepts an electron-pair from a LEWIS BASE in a chemical bonding reaction.
The covalent bonding of an alkyl group to an organic compound. It can occur by a simple addition reaction or by substitution of another functional group.
The removal of a soluble component from a liquid mixture by contact with a second liquid, immiscible with the carrier liquid, in which the component is preferentially soluble. (McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed)
A class of inorganic or organic compounds that contain the borohydride (BH4-) anion.
The ability of a substance to be dissolved, i.e. to form a solution with another substance. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed)
A potent eye, throat, and skin irritant. One of its uses is as a riot control agent.
These enzymes catalyze the elimination of ammonia from amidines with the formation of a double bond. EC 4.3.2.
Organic compounds containing the -CO-NH2 radical. Amides are derived from acids by replacement of -OH by -NH2 or from ammonia by the replacement of H by an acyl group. (From Grant & Hackh's Chemical Dictionary, 5th ed)
A colorless liquid used as a solvent and an antiseptic. It is one of the ketone bodies produced during ketoacidosis.
A phenethylamine found in EPHEDRA SINICA. PSEUDOEPHEDRINE is an isomer. It is an alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used for asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists.
Addition of hydrogen to a compound, especially to an unsaturated fat or fatty acid. (From Stedman, 26th ed)
A loose confederation of computer communication networks around the world. The networks that make up the Internet are connected through several backbone networks. The Internet grew out of the US Government ARPAnet project and was designed to facilitate information exchange.
Any of numerous burrowing mammals found in temperate regions and having minute eyes often covered with skin.

Reaction specificity of native and nicked 3,4-dihydroxyphenylalanine decarboxylase. (1/218)

3,4-Dihydroxyphenylalanine (Dopa) decarboxylase is a stereospecific pyridoxal 5'-phosphate (PLP)-dependent alpha-decarboxylase that converts L-aromatic amino acids into their corresponding amines. We now report that reaction of the enzyme with D-5-hydroxytryptophan or D-Dopa results in a time-dependent inactivation and conversion of the PLP coenzyme to pyridoxamine 5'-phosphate and PLP-D-amino acid Pictet-Spengler adducts, which have been identified by high performance liquid chromatography. We also show that the reaction specificity of Dopa decarboxylase toward aromatic amines depends on the experimental conditions. Whereas oxidative deamination occurs under aerobic conditions (Bertoldi, M., Moore, P. S., Maras, B., Dominici, P., and Borri Voltattorni, C. (1996) J. Biol. Chem. 271, 23954-23959; Bertoldi, M., Dominici, P., Moore, P. S., Maras, B., and Borri Voltattorni, C. (1998) Biochemistry 37, 6552-6561), half-transamination and Pictet-Spengler reactions take place under anaerobic conditions. Moreover, we examined the reaction specificity of nicked Dopa decarboxylase, obtained by selective tryptic cleavage of the native enzyme between Lys334 and His335. Although this enzymatic species does not exhibit either decarboxylase or oxidative deamination activities, it retains a large percentage of the native transaminase activity toward D-aromatic amino acids and displays a slow transaminase activity toward aromatic amines. These transamination reactions occur concomitantly with the formation of cyclic coenzyme-substrate adducts. Together with additional data, we thus suggest that native Dopa decarboxylase can exist as an equilibrium among "open," "half-open," and "closed" forms.  (+info)

Effect of the ratio between essential and nonessential amino acids in the diet on utilization of nitrogen and amino acids by growing pigs. (2/218)

In 36 growing pigs (30 to 60 kg), N balance and amino acid (AA) composition of weight gain were measured to evaluate the interactive effect of the ratio between N from essential amino acids (EAA(N)) to nonessential amino acids (NEAA(N)) and total N level (T(N)) in the diet on N retention and utilization of N, EAA(N), NEAA(N), and AA. Nine diets composed from ordinary feedstuffs and supplemented with crystalline AA were used (three EAA(N):NEAA(N) ratios of 38:62, 50:50, and 62:38 at three T(N) levels of 18.8, 22.9, and 30.0 g/kg). Pigs were fed restrictedly, at a level of 2.8 x energy for maintenance. In all diets, EAA (including arginine) supply was according to or slightly above the recommended ratios to lysine. Measurements were done in four blocks of nine pigs each. In a concomitant slaughter experiment, the AA composition of deposited body protein was determined to estimate AA utilization. The effects of T(N) and EAA(N):NEAA(N) and their interaction for N retention and utilization were significant. Nitrogen retention increased with higher T(N) in the diet. Increasing EAA(N):NEAA(N) from 38:62 to 50:50 improved N retention only at the two lower T(N) levels. Increasing EAA(N): NEAA(N) above 50:50 failed to improve N retention significantly at any of the three T(N) levels. Lowering T(N) improved the utilization of total and digested N and of EAA(N) and NEAA(N). The increase in EAA(N): NEAA(N) consistently resulted in a lower utilization of EAA(N), but this was compensated by a higher utilization of NEAA(N). The utilization of T(N) was improved by increasing EAA(N):NEAA(N) from 38:62 to 50:50 at the two lower T(N) levels and was relatively unaffected by EAA(N):NEAA(N) at the highest T(N). However, a lower utilization of N was observed at a ratio of 62:38 at a T(N) level of 22.9 g/kg. The effects were similar for utilization of individual EAA and NEAA. Utilization of alanine, aspartic acid, and glycine was close to or >100% at the highest EAA(N):NEAA(N), which was expected because all of these AA are synthesized in pigs. Also, the utilization of arginine was >100% in most of the treatments, which confirms the semiessential character of this AA for maintenance. We concluded that the required ratio of EAA(N):NEAA(N) for optimal N retention and utilization is approximately 50:50. The EAA(N):NEAA(N) is more important at lower dietary protein levels. This study indicates that EAA(N): NEAA(N) can be increased up to 70:30 without lowering the utilization of N. Thus, deaminated EAA(N) was efficiently utilized for the synthesis of NEAA(N).  (+info)

Effects of branched-chain-enriched amino acids and insulin on forearm leucine kinetics. (3/218)

Although amino acid mixtures enriched in branched-chain amino acids (BCAA) and deficient in aromatic amino acids (AAA) are often used together with insulin and glucose in clinical nutrition, their physiological effects on muscle protein anabolism are not known. To this aim, we studied forearm leucine kinetics in post-absorptive volunteers, before and after the systemic infusion of BCAA-enriched, AAA-deficient amino acids along with insulin and the euglycaemic clamp. The results were compared with the effects of insulin infusion alone. A compartmental leucine forearm model was employed at steady state. Hyperaminoacidaemia with hyperinsulinaemia (to approximately 80-100 micro-units/ml) increased the leucine plasma concentration (+70%; P<0.001), inflow into the forearm cell (+150%; P<0.01), disposal into protein synthesis (+100%; P<0.01), net intracellular retention (P<0.01), net forearm balance (by approximately 6-fold; P<0.01) and net deamination to alpha-ketoisocaproate (4-methyl-2-oxopentanoate) (+9%; P<0.05). Leucine release from forearm proteolysis and outflow from the forearm cell were unchanged. In contrast, hyperinsulinaemia alone decreased plasma leucine concentrations (-35%; P<0.001) and leucine inflow (-20%; P<0.05) and outflow (-30%; P<0.01) into and out of forearm cell(s), it increased net intracellular leucine retention (P<0.03), and it did not change leucine release from forearm proteolysis (-20%; P=0.138), net leucine deamination to alpha-ketoisocaproate, leucine disposal into protein synthesis or net forearm protein balance. By considering all data together, leucine disposal into protein synthesis was directly correlated with leucine inflow into the cell (r=0.71; P<0.0001). These data indicate that the infusion of BCAA-enriched, AAA-deficient amino acids along with insulin is capable of stimulating forearm (i.e. muscle) protein anabolism in normal volunteers by enhancing intracellular leucine transport and protein synthesis. These effects are probably due to hyperaminoacidaemia and/or its interaction with hyperinsulinaemia, since they were not observed under conditions of hyperinsulinaemia alone.  (+info)

Fluorescent neoglycolipids. Improved probes for oligosaccharide ligand discovery. (4/218)

A second generation of lipid-linked oligosaccharide probes, fluorescent neoglycolipids, has been designed and synthesized for ligand discovery within highly complex mixtures of oligosaccharides. The aminolipid 1,2-dihexadecyl-sn-glycero-3-phosphoethanolamine (DHPE), which has been used extensively to generate neoglycolipids for biological and structural studies, has been modified to incorporate a fluorescent label, anthracene. This new lipid reagent, N-aminoacetyl-N-(9-anthracenylmethyl)-1, 2-dihexadecyl-sn-glycero-3-phosphoethanolamine (ADHP), synthesized from anthracenaldehyde and DHPE gives an intense fluorescence under UV light. Fluorescent neoglycolipids derived from a variety of neutral and acidic oligosaccharides by conjugation to ADHP, by reductive amination, can be detected and quantified by spectrophotometry and scanning densitometry, and resolved by TLC and HPLC with subpicomole detection. Antigenicities of the ADHP-neoglycolipids are well retained, and picomole levels can be detected using monoclonal carbohydrate sequence-specific antibodies. Among O-glycans from an ovarian cystadenoma mucin, isomeric oligosaccharide sequences, sialyl-Lea- and sialyl-Lex-active, could be resolved by HPLC as fluorescent neoglycolipids, and sequenced by liquid secondary-ion mass spectrometry. Thus the neoglycolipid technology now uniquely combines high sensitivity of immuno-detection with a comparable sensitivity of chemical detection. Principles are thus established for a streamlined technology whereby an oligosaccharide population is carried through ligand detection and ligand isolation steps, and sequence determination by mass spectrometry, enzymatic sequencing and other state-of-the-art technologies for carbohydrate analysis.  (+info)

Structure of the Bordetella pertussis 1414 endotoxin. (5/218)

The endotoxin (lipopolysaccharide) of Bordetella pertussis, the agent of whooping cough, consists of a lipid A linked to a highly branched dodecasaccharide containing several acid and amino sugars. The elucidation of the polysaccharide structure was accomplished by first analyzing the structures of fragments obtained by hydrolysis and nitrous deamination and then piecing the fragments together. The fine structure of the antigenic distal pentasaccharide, presented here, was determined by chemical analyses as well as by high-resolution nuclear magnetic resonance and mass spectrometry. The complete structure was reconstituted and confirmed by matrix-assisted laser desorption/ionization mass spectrometry. The following structure was derived from the combined experimental data:The detailed structure combined with previously reported serological data now allows the synthesis of its epitopes for potential vaccines.  (+info)

Electrospray mass spectrometry and fragmentation of N-linked carbohydrates derivatized at the reducing terminus. (6/218)

Derivatives were prepared from N-linked glycans by reductive amination from 2-aminobenzamide, 2-aminopyridine, 3-aminoquinoline, 2-aminoacridone, 4-amino-N-(2-diethylaminoethyl)benzamide, and the methyl, ethyl, and butyl esters of 4-aminobenzoic acid. Their electrospray and collision-induced dissociation (CID) fragmentation spectra were examined with a Q-TOF mass spectrometer. The strongest signals were obtained from the [M + Na]+ ions for all derivatives except sugars derivatized with 4-amino-N-(2-diethylaminoethyl)benzamide which gave very strong doubly charged [M + H + Na]2+ ions. The strongest [M + Na]+ ion signals were obtained from the butyl ester of 4-aminobenzoic acid and the weakest from 2-aminopyridine. The most informative spectra were recorded from the [M + Li]+ or [M + Na]+ ions. These spectra were dominated by ions produced by sequence-revealing glycosidic cleavages and "internal" fragments. Linkage-revealing cross-ring cleavage ions were reasonably abundant, particularly from high-mannose glycans. Although the nature of the derivative was found to have little effect upon the fragmentation pattern, 3-aminoquinoline derivatives gave marginally more abundant cross-ring fragments than the other derivatives. [M + H]+ ions formed only glycosidic fragments with few, if any, cross-ring cleavage ions. Doubly charged molecular ions gave less informative spectra; singly charged fragments were weak, and molecular ions containing hydrogen ([M + 2H]2+ and [M + H + Na]2+) fragmented as the [M + H]+ singly charged ions with no significant cross-ring cleavages.  (+info)

Bisulfite genomic sequencing: systematic investigation of critical experimental parameters. (7/218)

Bisulfite genomic sequencing is the method of choice for the generation of methylation maps with single-base resolution. The method is based on the selective deamination of cytosine to uracil by treatment with bisulfite and the sequencing of subsequently generated PCR products. In contrast to cytosine, 5-methylcytosine does not react with bisulfite and can therefore be distinguished. In order to investigate the potential for optimization of the method and to determine the critical experimental parameters, we determined the influence of incubation time and incubation temperature on the deamination efficiency and measured the degree of DNA degradation during the bisulfite treatment. We found that maximum conversion rates of cytosine occurred at 55 degrees C (4-18 h) and 95 degrees C (1 h). Under these conditions at least 84-96% of the DNA is degraded. To study the impact of primer selection, homologous DNA templates were constructed possessing cytosine-containing and cytosine-free primer binding sites, respectively. The recognition rates for cytosine (>/=97%) and 5-methylcytosine (>/=94%) were found to be identical for both templates.  (+info)

1-Oxo-2-hydroxy-1,2-dihydroacronycine: a useful synthon in the acronycine series for the introduction of amino substituents at 6-position and for the conversion into isopropylfuroacridones. (8/218)

Thermic aromatic nucleophilic displacement of the methoxy group at C-6 of (+/-)-1-oxo-2-hydroxy-1,2-dihydroacronycine (2) by an amine is a reaction that gives a facile entry to acronycine derivatives bearing an amino substituent at this position. The introduction of the amino substituents was confirmed with a long-range 1H-15N correlation NMR spectrum at natural abundance. Under basic conditions, compound 2 can also be rearranged to the corresponding isopropylfuroacridone 12, in 80% yield.  (+info)

TY - JOUR. T1 - Acid-base blend membranes based on Nafion®/aminated SPEEK for reducing methanol permeability. AU - Tsai, Jie Cheng. AU - Lin, Chien-Kung. PY - 2011/3/1. Y1 - 2011/3/1. N2 - Sulfonated poly(ether ether ketone)s (SPEEKs) were further substituted on the polymer main chain by amino groups to form an acid-basic polymer, and blended with acid polymeric Nafion® to create composite membranes. The acid-base blend membranes containing ionic crosslinking exhibited lower water uptake than recast Nafion®, and the methanol permeability was reduced significantly for various contents of aminated SPEEK, with a maximum proton conductivity of ~0.063Scm-1 at 30°C. The single-cell performance of the blend membranes with various contents of aminated SPEEK showed 20-26mWcm-2 for S45A47 at 80°C. Both the power density and open circuit voltage were higher than those of Nafion® 115 and recast Nafion®. The acid-base blend membranes satisfy the requirements for proton exchange membranes in the ...
Iron-Catalyzed Intramolecular Allylic C-H Amination Paradine, S. M.; White, M. C. J. Am. Chem. Soc. 2012, 134, 2036-2039. DOI: 10.1021/ja211600g In their recent communication, Christina Whites group at Illinois reports a new allylic C-H amination catalyzed by iron. This builds on previous work from their group in Pd sulfoxide catalyzed allylic amination and iron catalyzed…
A metal- and reagent-free, electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has been developed. The electrosynthetic method proceeds through radical cyclization to form the key C-N bond, allowing a variety of hindered tri- and tetrasubstituted olefins …
TY - JOUR. T1 - Mechanism-Guided Engineering of ω-Transaminase to Accelerate Reductive Amination of Ketones. AU - Han, Sang Woo. AU - Park, Eul Soo. AU - Dong, Joo Young. AU - shin, jong shik. PY - 2015/5/1. Y1 - 2015/5/1. N2 - Asymmetric reductive amination of ketones using ω-transaminases (ω-TAs) offers a promising alternative to the chemocatalytic synthesis of chiral amines. One fundamental challenge to the biocatalytic strategy is the very low enzyme activities for most ketones compared with native substrates (i.e., ,1% relative to pyruvate). Here we have demonstrated that a single point mutation in the active site of the (S)-selective ω-TA from Ochrobactrum anthropi could induce a remarkable acceleration of the amination reaction without any loss in stereoselectivity and enzyme stability. Molecular modeling of quinonoid intermediates, alanine scanning mutagenesis and kinetic analysis revealed that the W58 residue acted as a steric barrier to binding and catalytic turnover of ketone ...
Allylic C-H functionalization has been an emerging field over the last decade due to the ability to convert inert C-H bonds into C-N, C-O, and C-C bonds. In the past two years the Blakey group has developed methodology for rhodium (III) catalyzed intermolecular allylic C-H amination and etherification of 1,2-disubstituted olefins. The allylic amination methodology was found to be regioselective however was not enantioselective. Therefore it was proposed that methodology for allylic C-H alkylation of 1,2-disubstiuted olefins could be developed. Optimization for this method was done using diphenylpropene as the substrate and dimethylmalonate as the nucleophile. This methodology was found to tolerate five nucleophiles with moderate to high yields. The nucleophiles that tolerated this system contained one nitro, ketone, ester, or two esters. The regioselectivity of the system was investigated using β-alkyl-styrenederivatives and a variety of the best nucleophiles from the reaction scope with ...
Lamani, M. and Prabhu, K. R. (2012), NIS-Catalyzed Reactions: Amidation of Acetophenones and Oxidative Amination of Propiophenones. Chem. Eur. J., 18: 14638-14642. doi: 10.1002/chem.201202703 ...
Reported herein is a chiral Brønsted acid-catalyzed asymmetric intramolecular allylic amination reaction, allowing facile access to a range of biologically interesting chiral 2-substituted hydroquinolines in up to 90% yield and with up to 93% ee. Furthermore, a significant effect of an N-protecting group was observ Synthetic methodology in OBC
Abstract. The bicyclic triaminophosphine P(i-BuNCH2CH2)3N serves as an effective ligand for the palladium-catalyzed amination of various aryl bromides and iodides. Other bicyclic or acyclic triaminophosphines, even those of similar basicity and/or bulk, were inferior.. ...
PROCESS FOR SEPARATING ONE OR MORE ALIPHATIC DIAMINES FROM REDUCTIVE AMINATION REACTION SOLVENTS AND IMPURITIES - The instant invention provides a process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities, and aliphatic diamines obtained via such a process. The process for separating one or more aliphatic diamines from reductive amination reaction solvents and impurities according to the instant invention comprises the steps of: (1) feeding one or more cycloaliphatic cyanoaldehydes, hydrogen, ammonia, and optionally one or more solvents into a continuous reductive amination reactor system; (2) contacting said one or more cycloaliphatic cyanoaldehydes, hydrogen, and ammonia with each other in the presence of one or more heterogeneous metal based catalyst systems at a temperature in the range of from 80° C. to about 160° C. and a pressure in the range of from 700 to 3500 psig; (3) thereby forming a product mixture comprising one or more ...
TY - JOUR. T1 - Enantioselective Hydroamination of Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer. AU - Roos, Casey B.. AU - Demaerel, Joachim. AU - Graff, David E.. AU - Knowles, Robert R.. PY - 2020/4/1. Y1 - 2020/4/1. N2 - An enantioselective, radical-based method for the intramolecular hydroamination of alkenes with sulfonamides is reported. These reactions are proposed to proceed via N-centered radicals formed by proton-coupled electron transfer (PCET) activation of sulfonamide N-H bonds. Noncovalent interactions between the neutral sulfonamidyl radical and a chiral phosphoric acid generated in the PCET event are hypothesized to serve as the basis for asymmetric induction in a subsequent C-N bond forming step, achieving selectivities of up to 98:2 er. These results offer further support for the ability of noncovalent interactions to enforce stereoselectivity in reactions of transient and highly reactive open-shell intermediates.. AB - An enantioselective, ...
Abstract. The use of aqueous ammonia is essential for a palladium-catalyzed allylic amination for the preparation of primary amines. It is noteworthy that ammonia gas did not react at all. The first catalytic asymmetric synthesis using aqueous ammonia as a nitrogen source has also been demonstrated.. ...
TY - JOUR. T1 - Ir(I)-catalyzed intermolecular regio- and enantioselective hydroamination of alkenes with heteroaromatic amines. AU - Pan, Shiguang. AU - Endo, Kohei. AU - Shibata, Takanori. PY - 2012/2/3. Y1 - 2012/2/3. N2 - A cationic Ir(I)-C 3-TUNEPHOS complex catalyzed an intermolecular hydroamination of styrene derivatives with various heteroaromatic amines. The reaction gave Markovnikov products with perfect regioselectivity and good enantioselectivity under solvent-free conditions.. AB - A cationic Ir(I)-C 3-TUNEPHOS complex catalyzed an intermolecular hydroamination of styrene derivatives with various heteroaromatic amines. The reaction gave Markovnikov products with perfect regioselectivity and good enantioselectivity under solvent-free conditions.. UR - http://www.scopus.com/inward/record.url?scp=84856714192&partnerID=8YFLogxK. UR - http://www.scopus.com/inward/citedby.url?scp=84856714192&partnerID=8YFLogxK. U2 - 10.1021/ol203318z. DO - 10.1021/ol203318z. M3 - Article. C2 - ...
PDF | Amination: Addition of amine (?NH2) group to molecule. Amination Explanation: Amination is process in which amine group ( NH2) is added in with online microbiology lecture notes.
A new procedure has been developed for the direct intermolecular C-H amination of simple hydrocarbons using shelf-stable nonafluorobutanesulfonyl azide in the presence of a dirhodium(ii) tetracarboxylate catalyst under mild reaction conditions. Some mechanistic details are briefly discussed on the basis of control
In recent years great efforts have been taken for the development of highly active catalysts in the field of hydroamination- and cross-coupling-reactions. However, there is still a lack of generally applicable and user-friendly methodologies. In the present work, a sequential protocol for the synthesis of 2-aryl/alkenyl substituted indoles using low priced 2-chloro anilines and alkynes was developed. A Broensted-acid catalyzed intramolecular hydroamination of non-activated alkenes disclosed an atom-economical approach to functionalized pyrrolidine derivatives. Air-stable heteroatom substituted secondary phosphine oxide (HASPO) TADDOLP(O)H-ligand allowed for the use of aryl chlorides in palladium-catalyzed Kumada-Corriu couplings. Easily accessible air-stable HASPO-ligand PinP(O)H enabled palladium-catalyzed Kumada-Corriu cross-couplings of not only electron-rich and electron-poor tosylates but also heterocyclic tosylates. The use of a diaminophosphine chloride as preligand in palladium-catalyzed ...
0049] Possible homogeneous catalysts to be used in the process of the invention are all homogeneous catalysts known to those skilled in the art which are able to activate the CH bond of the carbon atom bearing the OH group to be aminated. Examples of such catalysts encompass alkali metal alkoxides, aluminum alkoxides and lanthanide alkoxides, inorganic compounds of noble metals (e.g. [RuCl3*nH2O], IrCl3), monometallic or multimetallic, mononuclear or multinuclear coordination compounds of one or more noble metals selected from among the elements ruthenium (e.g. [RuCl2(PPh3)3], [RuH2(PPh3)4], the Shvo catalyst ([(η4-C4Ph4CO)Ru(CO)3]2), [Ru(cod)(cot)], [(PPh3)2Ru(CH3CN)3Cl]BPh4, [Ru(p-cymene)Cl2]2, [Ru(p-cymene)Cl2]2/DPEphos, [Ru(PPh3)3(CO)H2], [Ru3(CO)12], [Ru3(CO)12]/N-phenyl-2-(PCl2)pyrrole, [RuCl2(dmso)4]), rhodium (e.g. the Wilkinson catalyst ([RhCl(PPh3)3]), [RhH(PPh3)3]), iridium (e.g. [IrCl3(dmso)3], [Cp*IrCl2]2, [Ir(cod)Cl]2/(dppp)/Cs2CO3, [IrCl2H(cod)]2, KOH-activated ...
Flow Synthesis of Secondary Amines over M/Al2O3 Catalysts (M = Cu, Ag) by One-Pot Reductive Amination of Aldehydes with Nitroarenes Доклады на конференциях ...
TY - JOUR. T1 - Valorization of biomass derived terpene compounds by catalytic amination. AU - Simakova, Irina L.. AU - Simakov, Andrey V.. AU - Murzin, Dmitry. N1 - tk.. PY - 2018. Y1 - 2018. N2 - This review fills an apparent gap existing in the literature by providing an overview of the readily available terpenes and existing catalytic protocols for preparation of terpene-derived amines. To address the role of solid catalysts in amination of terpenes the same reactions with homogeneous counterparts are also discussed. Such catalysts can be considered as a benchmark, which solid catalysts should match. Although catalytic systems based on transition metal complexes have been developed for synthesis of amines to a larger extent, there is an apparent need to reduce the production costs. Subsequently, homogenous systems based on cheaper metals operating by nucleophilic substitution (e.g., Ni, Co, Cu, Fe) with a possibility of easy recycling, as well as metal nanoparticles (e.g., Pd, Au) supported ...
A Modified System for the Synthesis of Enantioenriched N-Arylamines through Copper-Catalyzed Hydroamination Despite significant recent progress in copper-catalyzed enantioselective hydroamination chemistry, the synthesis of chiral N-arylamines, which are frequently found in natural products and pharmaceuticals, has not been realized. Initial experiments with N-arylhydroxylamine ester electrophiles were unsuccessful and instead, their reduction, in the presence of copper hydride (CuH) catalysts, was observed. We detail key modifications of our previously reported hydroamination protocols that led to broadly applicable conditions for the enantioselective net addition of secondary anilines across the double bond of styrenes, 1,1 -disubstituted alkenes, and terminal alkenes. NMR studies suggest that suppression of the undesired reduction pathway is the basis for the dramatic improvements in yield under this new protocol. Chapter 2 ...
The geometric isolation of metal species in single-atom catalysis (SACs) not only maximizes the atomic utilization efficiency, but also endows SACs with unique selectivity in various transformations.
N-Alkyl enamines can be transformed into 2,4,5-trisubsituted imidazoles by reacting with (diacetoxyiodo)benzene and TMSN3 under the catalysis of a copper salt such as Cu(OAc)2. Tetrabutyl ammonium iodide was also capable of promoting the reaction. The transformation from N-alkyl enamines into 2,4,5-trisubsituted imidazoles took place in a domino azidation/intramolecular C(sp3)-H amination pattern. The present reaction provides a new efficient method for the preparation of 4-(trifluoromethyl) imi
Sodium triacetoxyborohydride has emerged as one of the reagents used most frequently for carrying out reductive amination of carbonyl compounds, a reaction that is also known as reductive alkylation of amines. A disadvantage of sodium triacetoxyborohydride is its poor solubility, and that product isolation requires an aqueous quench followed by liquid-liquid extraction and column chromatography.. Biotage® MP-Triacetoxyborohydride was developed to perform in a manner similar to that of sodium triacetoxyborohydride, while simplifying reagent handling and product purification. Moreover, for many of these reactions, a scavenger resin may be added for one-pot purification of the product.. ...
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The syntheses of azaMan-beta-(1--,6)-C-Glc (4), azaGlc-beta-(1--,6)-C-Glc (5), and azaGal-beta-(1--,6)-C-Glc (6) based upon double reductive amination of acetylenic carbohydrate-derived diketones is described. The required diketones are obtained by addition of the acetylenic sugar anion derived from dibromoolefin 7 to benzyl-protected mannopyranolactone, glucopyranolactone, or galactopyranolactone, followed by reduction of the ketose and oxidation of the resulting diol. Ensuing double reductive amination and hydrogenolysis affords the target compounds in reasonable to good yields. Enzyme inhibition tests show that neither of the three compounds 4, 5, and 6 inhibit beta-glycosidases, while moderate to good inhibitory activities were found on alpha-glycosidases, the most active being 6 (alpha-galactosidase: K-i = 0.092 mu M).. Keywords: carbohydrates ; aza sugars ; double reductive amination ; enzyme ; inhibitors ; glycosidase inhibitors ; Aza-c-disaccharides ; biological evaluation ; reductive ...
Organic compounds that contain nitrogen are very important intermediates in pharmaceutical and chemical industry. Hydroamination is the reaction that can form C-N bond with high atom economy. The research progress in metals catalyzed hydroamination of alkenes and alkynes from the perspective of reaction mechanism is categorized and summarized.
A series of bis(amidate)group 4-bis(amido) complexes have been prepared, characterized and have been shown to be highly tunable precatalysts for both the intra- and intermolecular hydroamination of alkynes.. ...
Tailor-made single-cell biocatalysts co-expressing multiple enzymes enable efficient in vivo reaction cascades [28, 32]. Consequently, the design and application of such microbial cell factories has attracted attention in recent years, aiming for the production of a broad range of valuable chiral compounds. Since synthetic pathways commonly may involve cofactor-dependent redox reactions [51], various studies focused on the incorporation of reaction pathways in a host cell whereby the sequence itself enables a suitable cofactor regeneration resulting in redox self-sufficient single-cell catalysts [42, 52]. Alternatively, recycling of cofactors can be achieved by making use of the hosts inherent metabolic pathways, e.g. the catabolism of carbon sources like glucose [53]. In this study, we established a modular platform to construct E. coli single-cell biocatalysts tailored for the in vivo amination of ketoacids and prochiral ketones, exploiting both cell metabolism as well as additional ...
Eric Jacobsen and co-workers published in JACS on a hydroamination using a thiourea catalyst. Its refreshing to see a hydroamination without a transition metal. JACS paper
Lo Q, Sale D, Braddock D, Davies Ret al., 2019, New insights into the reaction capabilities of ionic organic bases in cu-catalysed amination, European Journal of Organic Chemistry, Vol: 2019, Pages: 1944-1951, ISSN: 1099-0690 The application of ionic organic bases in the copper‐catalyzed amination reaction (Ullmann reaction) has been studied at room temperature, with sub‐mol‐% catalyst loadings, and with more challenging amines at elevated temperatures. The cation present in the base has been shown to have little effect on the reaction at standard catalyst and ancillary ligand loadings, whereas the choice of anion is crucial for good reactivity. A substrate scope carried out at room temperature with the best performing bases, TBAM and TBPM, showed both bases to be highly effective under these mild reaction conditions. Moreover, under sub‐mol % catalyst loadings and room temperature conditions, TBPM gave good to excellent yields for a number of different amines and functionalized aryl ...
Uncontrolled distribution of nanoparticles (NPs) within the body can significantly decrease the efficiency of drug therapy and is considered among the main restrictions of NPs application. The aim of this study was to develop a depot combination delivery system (CDS) containing fingolimod loaded poly (3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV) NPs dispersed into a matrix of oleic acid-grafted-aminated alginate (OA-g-AAlg) to minimize the nonspecific biodistribution (BD) of PHBV NPs. OA-g-AAlg was synthesized in two step; First, Alg was aminated by using adipic dihydrazide (ADH). The degree of hyrazide group substitution of Alg was determined by trinitro-benzene-sulfonic acid (TNBS) assay. Second, OA was attached to AAlg through formation of an amide bond. Chemical structure of OA-g-AAlg was confirmed with FTIR and HNMR spectroscopy. Furthermore, rheological properties of OA-g-AAlg with different grafting ratios were evaluated. In-vitro release studies indicated that 47% of fingolimod was ...
Although the Pd(II)-catalyzed alkene aminopalladation and allylic C-H activation have been much described in literature, the in-depth mechanism of such type of process is far from being a simple matter. This account focuses on the oxidative intramolecular Pd(II)-catalyzed amination of unsaturated N-sulfonyl carbamates and carboxamides, revealing that different mechanistic paths can be operative. In particular, after activation of the unsaturation by Pd(II) catalyst, aminopalladation can take place, affording the corresponding high-energy cyclic (5- or 6-membered) aminopalladated intermediate (AmPI). This latter can evolve along different pathways, such as: distocyclic β-H elimination, oxidation by a strong terminal oxidant, or carbopalladation. Otherwise, the cyclic AmPI can lay dormant, in equilibrium with the initial substrate. In this case, alternative reactivities may take place, such as allylic C-H activation of the olefinic substrate, [3,3]-sigmatropic rearrangement, or ...
The Chichibabin reaction (pronounced (chē)-chē-bā-bēn) is a method for producing 2-aminopyridine derivatives by the reaction of pyridine with sodium amide. It was reported by Aleksei Chichibabin in 1914. The following is the overall form of the general reaction: The direct amination of pyridine with sodium amide takes place in liquid ammonia. Following the addition elimination mechanism first a nucleophilic NH2− is added while a hydride (H−) is leaving. Ciganek describes an example of an intramolecular Chichibabin reaction in which a nitrile group on a fused ring is the source of nitrogen in amination. It is widely accepted that the Chichibabin reaction mechanism is an addition-elimination reaction that proceeds through an σ-adduct (Meisenheimer adduct) intermediate (the third structure). First, the nucleophilic NH2− group adds to the δ+ ring carbon pushing electrons onto the ring nitrogen and forming the anionic σ-adduct, which is stabilized by sodium. Electrons from the ...
Di-tert-butyl azodicarboxylate is a reagent used in the preparation of acyl hydrazinedicarboxylates. It is also used in the electrophilic amination of beta-keto esters catalyzed by an axially chiral guanidine. It serves as a precursor in an enantioselective synthesis of 3,6-dihyropyridazines employing organocatalysts such as L-proline or (S)-2-pyrrolidinyl tetrazole. It is also utilized in the asymmetric Friedel-Crafts amination through a chiral organocatalyst. Further, it acts as a reactant for preparation of hexapeptide key fragments through stereo selective selenocyclization/oxidative deselenylation reactions. In addition to this, it is employed as a starting material in the synthesis of pyrroloisoquinoline template through stereoselective N-acyliminium-mediated cyclization and enolate amination for preparation of peptidomimetic compounds and Barbier-type propargylation reactions ...
Scientists from RUDN University in collaboration with Russian and foreign colleagues have studied reductive amination reactions. The new reactions and catalytic systems on their basis will find a use in organic synthesis and also will boost the production of medicinal substances and agrochemicals in the future. The study was published in the Organic & Biomolecular Chemistry journal.
ISSN: 0253-2786 CN: 31-1321/06. Address: No.345 Lingling Road, Shanghai, PRC. Postcode: 200032. Tel: 021-54925244 Fax: +086-021-54925285. E-mail: [email protected] © 2019Shanghai Institute of Organic Chemistry 、Chinese Chemical Society. ...
DR ANTHONY MELVIN CRASTO, Born in Mumbai in 1964 and graduated from Mumbai University, Completed his Ph.D from ICT, 1991,Matunga, Mumbai, India, in Organic Chemistry, The thesis topic was Synthesis of Novel Pyrethroid Analogues, Currently he is working with GLENMARK LIFE SCIENCES LTD, Research Centre as Principal Scientist, Process Research (bulk actives) at Mahape, Navi Mumbai, India. Total Industry exp 30 plus yrs, Prior to joining Glenmark, he has worked with major multinationals like Hoechst Marion Roussel, now Sanofi, Searle India Ltd, now RPG lifesciences, etc. He has worked with notable scientists like Dr K Nagarajan, Dr Ralph Stapel, Prof S Seshadri, Dr T.V. Radhakrishnan and Dr B. K. Kulkarni, etc, He did custom synthesis for major multinationals in his career like BASF, Novartis, Sanofi, etc., He has worked in Discovery, Natural products, Bulk drugs, Generics, Intermediates, Fine chemicals, Neutraceuticals, GMP, Scaleups, etc, he is now helping millions, has 9 million plus hits on ...
Manipulating selectivity of covalently-bonded hyperbranched anion exchangers toward organic acids. part i: Influence of primary amine substituents in the internal part of the functional layer / A. S. Uzhel, A. V. Gorbovskaya, A. V. Zatirakha et al. // Journal of Chromatography A. - 2019. - Vol. 1589. - P. 65-72. Three covalently-bonded poly(styrene-divinylbenzene)-based (PS-DVB) hyperbranched anion exchangers prepared using primary amines with carboxylic, sulfonic or 2-hydroxyethyl substituents in the internal part of the functional layer were studied and compared for evaluating the effect of amines substituents on the chromatographic performance of the stationary phases. The hyperbranched coating was created on the surface of aminated PS-DVB substrate by repeating the modification cycles including alkylation with 1,4-butanediol diglycidyl ether (1,4-BDDGE) and amination with primary amine; glycine, taurine (2-aminoethanesulfonic acid) or ethanolamine were used in the first cycle, and 4 more ...
Nicholas R. Babij and Prof. John P. Wolfe Desymmetrization of meso-2,5-Diallylpyrrolidinyl Ureas through Asymmetric Palladium-Catalyzed Carboamination: Stereocontrolled Synthesis of Bicyclic Ureas Angewandte Chemie International Edition 52. Version of Record online: 3 JUL 2013 , DOI: 10.1002/anie.201302720 ...
Transition Metal-Catalyzed Hydroamination and Carboamination Reactions of Anthranyl Allenamides as a Route to 2-Vinyl- and 2-(α-Styryl)-quinazolin-4-one Derivatives ...
phdthesis{4b0cc7a0-c1e0-4225-a218-e36a1b47d5a5, abstract = {The centenarian Trögers base (TB) was envisaged as scaffold for the construction of tubular-shaped cleft molecules due to its the remarkable structural properties. This endeavor started with the synthesis of the three possible diastereomers of a linear symmetrically fused tris-TB analogue, the anti-anti, the syn-syn, and the syn-anti. All three diastereomers showed unprecedented stability to acid isomerization. The desymmetrization protocol presented, established the foundations for the synthesis of higher generations of fused analogues of TB.,br/,,br, Following this, new methodologies for the functionalization of both the aromatic and the methanodiazocine ring of TB were introduced. The development of a palladium-catalyzed amination conditions converted 2,8-dihalo analogues of TB to their corresponding mono- and diamino analogues. Regarding the diazocine ring, the benzylic methylenes of TB were oxidized to give the first example of a ...
Process chemistry is the arm of pharmaceutical chemistry concerned with the development and optimization of a synthetic scheme and pilot plant procedure to manufacture compounds for the drug development phase. Process chemistry is distinguished from medicinal chemistry, which is the arm of pharmaceutical chemistry tasked with designing and synthesizing molecules on small scale in the early drug discovery phase. Medicinal chemists are largely concerned with synthesizing a large number of compounds as quickly as possible from easily tunable chemical building blocks (usually for SAR studies). In general, the repertoire of reactions utilized in discovery chemistry is somewhat narrow (for example, the Buchwald-Hartwig amination, Suzuki coupling and reductive amination are commonplace reactions). In contrast, process chemists are tasked with identifying a chemical process that is safe, cost and labor efficient, green, and reproducible, among other considerations. Oftentimes, in searching for the ...
https://www.khanacademy.org/.../reactions-benzene/v/bromination-of-benzene (VCH, Weinheim, 1997) p. 374. General procedure D (GPD) for the amide coupling of benzazocinone 26: HATU (1.1 equiv) and DIPEA (1.1-2.2 equiv) were added to a stirred solution of benzazocinone 26 (1.0 equiv) and the primary amine (1.5 equiv) in CH2Cl2 (5 L mol−1) and the resulting mixture was stirred at ambient temperature for 16 h. Subsequently, the mixture was washed with water (1×10 L mol−1), sat. https://doi.org/10.1023/A:1019048526516, DOI: https://doi.org/10.1023/A:1019048526516, Over 10 million scientific documents at your fingertips, Not logged in The first series of derivatizations of the scaffold was initiated by hydrogenolytic debenzylation of N‐benzyl derivative to provide the NH‐congener, which could be deprotonated with LDA and alkylated at nitrogen to give further examples of this compound class. mode) or Thermo Scientific DFS (EI) spectrometers. 1.5 equiv Boc2O, 1.8 equiv pyridine, 1,4‐dioxane, ...
ACS Amination and Hydrazine located into a single placement Water-preparation, but them are implemented into different cabinets CC1 and CC2, accordingly. Into each of the cabinets placed an individual controller, and the controller of ACS Hydrazine connected to local network through second interface of the controller of ACS Amination, where both of the interfaces connected to a Bridge. Main aim of the ACS Amination and Hydrazine is dosing transfer of ammonia and hydrazine-hydrate to the supply water, which performs by pumps connected through Frequency Converters (FC). Control by the FC performs from the PLC by the link interface RS-485 and the protocol ModBus/RTU.. ACS Phosphating divided to two parts. First part is presented by cabinet CC4 (placement of Central Heat Board) and into it installed PLC, and second part is presented by cabinet CC3 (placement of nonoperative contour of boiler #8) with a tray of Object Adjustment Devices (OAD) and frequency converters of pumps of ...
An efficient synthesis of racemic tert-leucine from trimethylpyruvic acid using a Leuckart type reaction is described. A facile resolution of an intermediate with α-methylbenzylamine allows entry into either (R)-or (S)-tert-leucine.. ...
Herein we describe a platform technology for the synthesis and characterization of partially aminated, 35S-labeled, dendritic polyglycerol sulfate (dPG35S amine) and fluorescent dPGS indocarbocyanine (ICC) dye conjugates. These polymer conjugates, based on a biocompatible dendritic polyglycerol scaffold, exhibit a high affinity to inflamed tissue in vivo and represent promising candidates for therapeutic and diagnostic applications. By utilizing a one-step sequential copolymerization approach, dendritic polyglycerol (Mn ≈ 4.5 kDa) containing 9.4% N-phthalimide protected amine functionalities was prepared on a large scale. Sulfation and simultaneous radio labeling with 35SO3 pyridine complex, followed by cleavage of the N-phthalimide protecting groups, yielded dPG35S amine as a beta emitting, inflammation specific probe with free amino functionalities for conjugation. Furthermore, efficient labeling procedures with ICC via iminothiolane modification and subsequent Michael addition of the ...
Hoeksema, B. (2013). Fungia dentigera Leuckart, 1841. Accessed through: World Register of Marine Species at http://www.marinespecies.org/aphia.php?p=taxdetails&id=207347 on 2018-01- ...
Targeted molecular imaging with hyaluronic acid (HA) has been highlighted in the diagnosis and treatment of CD44-overexpressing cancer. CD44, a receptor for HA, is closely related to the growth of cancer including proliferation, metastasis, invasion, and angiogenesis. For the efficient detection of CD44, we fabricated a few kinds of HA-modified MnFe2O4 nanocrystals (MNCs) to serve as specific magnetic resonance (MR) contrast agents (HA-MRCAs) and compared physicochemical properties, biocompatibility, and the CD44 targeting efficiency. Hydrophobic MNCs were efficiently phase-transferred using aminated polysorbate 80 (P80) synthesized by introducing spermine molecules on the hydroxyl groups of P80. Subsequently, a few kinds of HA-MRCAs were fabricated, conjugating different ratios of HA on the equal amount of phase-transferred MNCs. The optimized conjugation ratio of HA against magnetic content was identified to exhibit not only effective CD44 finding ability but also high cell viability through in vitro
30. Dengyou Zhang, Deju Ye, Enguang Feng, Jinfang Wang, Jianmei Shi, Hualiang Jiang, and Hong Liu. Highly alpha-Selective Synthesis of Sialyl Spirohydantoins by Regiospecific Domino Condensation/O®N Acyl Migration/N-Sialylation of Carbodiimides with Peracetylated Sialic Acid. J. Org. Chem. 2010, 75, 3552-3557.. 29. Lei Zhang, Deju Ye, Yu Zhou, Guannan Liu, Enguang Feng, Hualiang Jiang, and Hong Liu. Regioselective Synthesis of 3-Benzazepinones and Unexpected 5-Bromo-3-benzazepinones. J. Org. Chem. 2010, 75, 3671-3677.. 28. Xu Zhang, Yu Zhou, Hengshuai Wang, Diliang Guo, Deju Ye, Yungen Xu, Hualiang, Jiang, and Hong Liu. Silver-catalyzed intramolecular hydroamination of alkynes in aqueous media: efficient and regioselective synthesis for fused benzimidazoles. Green Chem. 2011, 13, 397-405.. 27. Deju Ye, Jinfang Wang, Dengyou Deng, Enguang Feng, Hualiang Jiang, and Hong Liu. Advances in O-Sialylation. Progress in Chemistry 2010, 22, 91-100.. 26. Xu Zhang, Yu Zhou, Hengshuai Wang, Diliang Guo, ...
TY - JOUR. T1 - Mechanistic Model for Enantioselective Intramolecular Alkene Cyanoamidation via Palladium-Catalyzed C-CN Bond Activation. AU - Frost, Grant B.. AU - Serratore, Nicholas A.. AU - Ogilvie, Jodi M.. AU - Douglas, Christopher J.. N1 - Funding Information: We thank National Institutes of Health for funding this work (R01 GM095559). We thank Prof. Steve Kass (UMN) for constructive feedback.. PY - 2017/4/7. Y1 - 2017/4/7. N2 - We studied key aspects of the mechanism of Pd-catalyzed C-CN bond activation and intramolecular enantioselective alkene cyanoamidation. An Abboud-Abraham-Kamlet-Taft (AAKT) linear solvation energy relationship (LSER) model for enantioselectivity was established. We investigated the impact of Lewis acid (BPh3), Lewis base (DMPU), and no additives. BPh3 additive led to diminished enantioselectivity and differing results in 13CN crossover experiments, initial rate kinetics, and natural abundance 12C/13C kinetic isotope effect measurements. We propose two catalytic ...
Nowadays, biodiesel has become more attractive in the quest for a novel fuel source due to its environmental benefits and the biodegradable properties. Transesterification of Helianthus annuus (sunflower) seeds oil is one of methodsacci for producing biodiesel fuel. However, during this process, the impurities are frequently found in the synthesized biodiesel which degrades the quality of biodiesel. Therefore, a proper catalyst is required to obtain the high-quality biodiesel. In this study, a series of aminated polyethersulfone (PES- $$\mathrm{NH}_2$$ ) membranes was prepared as solid support for immobilized Mucor miehei lipase. Glutaraldehyde was used as a cross-linker agent in immobilization process to investigate the effect of spacer toward biodiesel production. Based on elemental analysis, lipase was successfully attached onto PES-
TY - JOUR. T1 - Concerning the mechanism of the FeCl3-catalyzed α-oxyamination of aldehydes. T2 - Evidence for a non-SOMO activation pathway. AU - Van Humbeck, Jeffrey F.. AU - Simonovich, Scott P.. AU - Knowles, Robert R.. AU - MacMillan, David W.C.. N1 - Copyright: Copyright 2010 Elsevier B.V., All rights reserved.. PY - 2010/7/28. Y1 - 2010/7/28. N2 - The mechanism of a recently reported aldehyde α-oxyamination reaction has been studied using a combination of kinetic, spectrometric, and spectrophotometric techniques. Most crucially, the use of a validated cyclopropane-based radical-clock substrate has demonstrated that carbon-oxygen bond formation occurs predominantly through an enamine activation manifold. The mechanistic details reported herein indicate that, as has been proposed for previously studied alcohol oxidations, complexation between TEMPO and a simple metal salt leads to electrophilic ionic reactivity.. AB - The mechanism of a recently reported aldehyde α-oxyamination reaction ...
A supported catalyst used for synthesizing a polyether amine, and a manufacturing method of the catalyst. The catalyst comprises: a porous oxide as a support; Ni, Cu, Pd, and Rh as active components; and one or more of any of Zr, Cr, Mo, Fe, Zn, Sn, Bi, Ce, La, Hf, Sr, Sb, Mg, Be, Re, Ta, Ti, Sc, Ge and related metals as an auxiliary agent. The catalyst can be used in an amination reaction for a large molecular weight polyether polyol, and is particularly active and selective for an amination reaction of a low molecular weight polyether polyol. The catalyst has a simple and economic manufacturing technique and good potential for future applications.
Functionalized nitrogen and oxygen heterocycles are an abundant class of compounds found throughout nature and the chemical industry. Their frequent use in biologically active molecules and as ligands for the metals involved in asymmetric catalysis has made these compounds attractive synthetic targets. The research that follows describes my contributions to alkene and allene difunctionalization catalyzed by copper(II) in the preparation of functionalized pyrrolidines and tetrahydrofurans. In chapter 1 a brief review of the current carboaminaiton literature is given before a new copper(II)-catalyzed carboamination reaction that gives 6-Azabicyclo[3.2.1]octanes is discussed. These bridged bicyclic products are formed in a single step from N-sulfonyl-2-aryl-4-pentenamines. Over a range of sulfonyl protecting groups and aryl substituents, the resulting heterocycles were generally formed in good yields with good to excellent enantiomeric excess (ee). Both substrate desymmeterization and reaction ...
Catalytic Hydroamination of Alkynes and Alkenes. Zhi-Yong,Han 14.Nov.,2009. Introduction Mechanistic Aspects Selected Reactions Involving Hydroamination. 1. Introduction. Problems:. slightly exothermic. but. a high reaction barrier. entropically negative. Amines: nucleophilic Slideshow 4750702 by idania
My commentary on this hydrogenation? That yield is awfully low. Using phenylacetone as a guide, one should be expecting a yield around 300 grams of ephedrine. Whats up? Check out the amount of methylamine used. There are about two moles of the phenylacetone derivative, but they dont even use one mole of methylamine. It should be the other way around, an excess of methylamine. Perhaps this is how they only get l-ephedrine from the phenylacetone derivative. In any case, Id much rather have 300 grams of racephedrine than 110 grams of 1-ephedrine. My thoughts are that one would be better served just going to Chapter Eleven, and just plug in this phenylacetone derivative for the regular phenylacetone. That means two or three moles of methylamine for each mole of phenylacetone, alcohol as solvent, and a bit more platinum catalyst in the mixture ...
Rosa Llusar Barelles nace en Almenara (Castellón). En 1983 se licencia en Químicas por la Universidad de Valencia obteniendo el premio extraordinario de licenciatura. Su investigación doctoral se centra en la química de sulfuros de molibdeno y wolframio y se doctora por la Universidad de Valencia en 1987 y por la Universidad de Texas A&M (EE. UU) en 1988 bajo la dirección del profesor F. Albert Cotton. Después de trabajar durante tres años como técnico superior en la sección de investigación y desarrollo de una planta de producción de caprolactama en Castellón, realiza una estancia posdoctoral de un año (1992) con el profesor John D. Corbett en el Ames Laboratory (Iowa State University, EE. UU) investigando nuevas fases sólidas de haluros reducidos de tierras raras. En 1993 accede a una plaza de profesora interina en el Departamento de Ciencias Experimentales de la Universidad Jaume I de Castellón, en 1995 pasa a ser profesora Titular de Química Física y en 2009 Catedrática de ...
Qilei Zhu, David E. Graff, Robert R. Knowles:. https://pubs.acs.org/doi/10.1021/jacs.7b11144. ABSTRACT: Here we report a catalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated alkenes using primary and secondary sulfonamides. These reactions occur at room temperature under visible light irradiation and are jointly catalyzed by an iridium(III) photocatalyst, a dialkyl phosphate base, and a thiol hydrogen atom donor. Reaction outcomes are consistent with the intermediacy of an N-centered sulfonamidyl radical generated via proton-coupled electron transfer activation of the sulfonamide N-H bond. Studies outlining the synthetic scope (,60 examples) and mechanistic features of the reaction are presented.. ...
TY - JOUR. T1 - Carbohydrate-functionalized collagen matrices. T2 - design and characterization of a novel neoglycosylated biomaterial. AU - Russo, Laura. AU - Gautieri, Alfonso. AU - Raspanti, Mario. AU - Taraballi, Francesca. AU - Nicotra, Francesco. AU - Vesentini, Simone. AU - Cipolla, Laura. N1 - Copyright © 2013 Elsevier Ltd. All rights reserved.. PY - 2014/5/7. Y1 - 2014/5/7. N2 - Collagen matrices have been neoglycosylated with lactose by reductive amination at lysine side chains. AFM analysis highlights that the chemical does not affect molecular assembly into fibrils. Moreover, ELLA biochemical assays show that the glycan moiety is efficiently exposed on the matrix surface for receptor recognition.. AB - Collagen matrices have been neoglycosylated with lactose by reductive amination at lysine side chains. AFM analysis highlights that the chemical does not affect molecular assembly into fibrils. Moreover, ELLA biochemical assays show that the glycan moiety is efficiently exposed on the ...
Functionalization of MCM-41 via the reaction of its surface silanols with proper agents yielded aminated and phosphinated materials, which were characterized and used to immobilize rhodium complex. These rhodium complex materials exhibited excellent performance in the hydrogenation of arenes under mild reaction conditions of 45°C and 1 atm. © 2001 Elsevier Science B.V ...
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Research in the Widenhoefer group is directed toward the development and mechanistic analysis of new organotransition metal-catalyzed transformations for application in the synthesis of functionalized organic molecules. In particular, our group has a long-standing interest in the functionalization of C-C multiple bonds with carbon and heteroatom nucleophiles catalyzed by electrophilic late transition metal complexes, with a recent focus on the synthetic and mechanistic aspect of gold(I) pi-activation catalysis. Current areas of inquiry include the following: 1) Gold(I) and Pt(II)-catalyzed hydroamination of alkenes an allenes. 2) Gold(I)-catalyzed dehydrative amination of underivatized allylic alcohols. 3) Synthesis and study of cationic, two-coordinate gold pi-complexes. 4) Evaluating the role of bis(gold) complexes in gold pi-activation catalysis. More detailed descriptions of these research projects can be found at our group web page.. ...
Research in the Widenhoefer group is directed toward the development and mechanistic analysis of new organotransition metal-catalyzed transformations for application in the synthesis of functionalized organic molecules. In particular, our group has a long-standing interest in the functionalization of C-C multiple bonds with carbon and heteroatom nucleophiles catalyzed by electrophilic late transition metal complexes, with a recent focus on the synthetic and mechanistic aspect of gold(I) pi-activation catalysis. Current areas of inquiry include the following: 1) Gold(I) and Pt(II)-catalyzed hydroamination of alkenes an allenes. 2) Gold(I)-catalyzed dehydrative amination of underivatized allylic alcohols. 3) Synthesis and study of cationic, two-coordinate gold pi-complexes. 4) Evaluating the role of bis(gold) complexes in gold pi-activation catalysis. More detailed descriptions of these research projects can be found at our group web page.. ...
Abstract Phenylacetoacetonitrile APAAN is one of the most important preprecursors for amphetamine production in recent years. This assumption is based on seizure data but there is little analytical data available showing how much amphetamine really originated from APAAN. In this study, several syntheses of amphetamine following the Leuckart route...
alpha-Galactosidase from tomato has been immobilized on Sepabead EC-EA and Sepabead EC-HA, which were activated with ethylendiamino and hexamethylenediamino groups, respectively. Two strategy was used for the covalent immobilization of alpha-galactosidase on the aminated Sepabeads: covalent immobilization of enzyme on glutaraldehyde activated support and cross-linking of the adsorbed enzymes on to the support with glutaraldehyde. By using these two methods, all the immobilized enzymes retained very high activity and the stability of the enzyme was also improved. The obtained results showed that, the most stable immobilized alpha-galactosidase was obtained with the second strategy. The immobilized enzymes were characterized with respect to free counterpart. Some parameters effecting to the enzyme activity and stability were also analyzed. The optimum temperature and pH were found as 60 degrees C and pH 5.5 for all immobilized enzymes, respectively. All the immobilized alpha-galactosidases were ...
Another strained ring system that we were interested in functionalizing was [1.1.0]Bicyclobutane for the synthesis of cyclobutylated amines. After attempts to functionalize bicyclobutane failed, we realized that we would need an anchoring group that was attached directly to bicyclobutane to make this reaction feasible. A reaxys search revealed that substituted phenylsulfonylbicyclobutanes could be aminated under high temperature in a neat mixture. Since we believed that a method to directly append cyclobutanes onto amines would be of value, we sought out to explore ways to make this reaction broadly applicable. We started by reasoning that placement of EWGs on the phenyl ring would increase the reactivity of the central bond which could allow for milder conditions which would hopefully lead to a broad substrate scope. After synthesizing a range of substituted phenylsulfonylbicyclobutanes, we chose to move forward with the 3,5-difluoro derivative because it offered a nice balance between ...
Another strained ring system that we were interested in functionalizing was [1.1.0]Bicyclobutane for the synthesis of cyclobutylated amines. After attempts to functionalize bicyclobutane failed, we realized that we would need an anchoring group that was attached directly to bicyclobutane to make this reaction feasible. A reaxys search revealed that substituted phenylsulfonylbicyclobutanes could be aminated under high temperature in a neat mixture. Since we believed that a method to directly append cyclobutanes onto amines would be of value, we sought out to explore ways to make this reaction broadly applicable. We started by reasoning that placement of EWGs on the phenyl ring would increase the reactivity of the central bond which could allow for milder conditions which would hopefully lead to a broad substrate scope. After synthesizing a range of substituted phenylsulfonylbicyclobutanes, we chose to move forward with the 3,5-difluoro derivative because it offered a nice balance between ...
This work concerns a new technique to post-modify the catalytic material intended for use in H2O2 direct synthesis. The catalyst chosen was a commercially available 1 wt.% Pd/C. The catalyst was modified with the so-called Catalyst Wet Pretreatment Method (CWPM) that is used to post-modify prepared catalysts with aqueous solutions of NaBr, in different concentrations. The performance of pristine and the pretreated materials were then compared in the H2O2 direct synthesis and characterized before and after the catalytic tests in order to understand the role of the different concentrations of bromide in the CWPM procedure. The surface features of the different catalysts were analyzed with CO chemisorption (metal dispersion and mean particle size), Transmission Electron Microscopy (TEM, for Pd morphology and Pd particle size distributions), Inductive Coupled Plasma (ICP, for Pd content) and Ion Chromatography (IC, for bromide content). Various features of the materials prepared with the CWPM were ...
In this study, immobilized COX-2 was successfully constructed through glutaraldehyde-mediated covalent coupling on functional silica gel microspheres. The optimum conditions, properties, and morphological characteristics of the immobilized COX-2 were investigated. The optimal immobilization process was as follows: about 0.02 g of aminated silica gel microspheres was activated by 0.25% GA solution for 6 h and mixed with 5 U of free recombinant COX-2 solution. Then, the mixture was shaken for 8 h at 20 °C. Results showed that the immobilized COX-2 produced by this method exhibited excellent biocatalytic activity, equivalent to that of free COX-2 under the test conditions employed. The best biocatalytic activity of immobilized COX-2 appeared at pH 8.0 and still maintained at about 84% (RSD < 7.39%, n = 3) at pH 10.0. For temperature tolerance, immobilized COX-2 exhibited its maximum biocatalytic activity at 40 °C and about 68% (RSD < 6.99%, n = 3) of the activity was maintained at 60 °C. The
TY - JOUR. T1 - Versatile protein-a coated photoelectric immunosensors with a purple-membrane monolayer transducer fabricated by affinity-immobilization on a graphene-oxide complexed linker and by shear flow. AU - Wu, Hsueh Hsia. AU - Liao, Xin Quan. AU - Wu, Xin Ying. AU - Lin, Cheng De. AU - Jheng, Kai Ru. AU - Chen, Hong Ren. AU - Wang, Yong Yi. AU - Chen, Hsiu Mei. PY - 2018/12/1. Y1 - 2018/12/1. N2 - Bacteriorhodopsin-embedded purple membranes (PM) have been demonstrated to be a sensitive photoelectric transducer for microbial detection. To efficiently prepare versatile BR-based immunosensors with protein A as antibody captures, a large, high-coverage, and uniformly oriented PM monolayer was fabricated on an electrode as an effective foundation for protein A conjugation through bis-NHS esters, by first affinity-coating biotinylated PM on an aminated surface using a complex of oxidized avidin and graphene oxide as the planar linker and then washing the coating with a shear flow. Three ...
Solid-phase carrier for aminated oligonucleotide | Carrier for undifferentiated cell culture and subculture method thereof | Lubricant coating for laser printer wiper blades | Fast curing adhesive useful for bonding to glass | Hot melt ink |
A method for synthesizing condensed quinolines by using NaH catalyzed A mixture of substituted methyl quinolines and Various aromatic aldehydes in the..
Novel 3-O-1,2;5,6-di-O-isopropylidene-alpha-D-glueofuranose] and 3-O-D-glucose] derivatives with an iminodiacetate (N,O,O), a histidinate, and an N-(acetetyl)picolylamine (N,N,O) chelating system for tridentate coordination of the organometallic M(CO)(3)-fragment (M = Tc, Re) have been prepared. The chelates were introduced and assembled through reductive amination starting from 3-O-1,2;5,6-di-O-isopropylidene-alpha-D-glucofuranose]-acetaldehyde. After deprotection, the pyranose derivatives were reacted with the precursor NEt4](2)ReBr3(CO)(3)] to afford the corresponding organometallic complexes in yields between 54% and 94%. The NMR, MS, and IR analyses corroborated the tridentate coordination of the organometallic metal center exclusively via the synthetic chelates. In the case of the N-(acetyl)picolylamine derivative, the coordinative properties were further confirmed by X-ray structure analysis of the first Re(CO)(3)-D-glucofuranose complex. All glucose complexes unveiled good stability and ...
The syntheses of two chromophore-appended dipicolylamine-derived ligands and their reactivity with pentacarbonylchlororhenium have been studied. The resultant complexes each possess the fac-Re(CO)3 core. The ligands L1 1-[bis(pyridine-2-ylmethyl)amino]methylpyrene and L2 2-[bis(pyridine-2-ylmethyl)amino]methylquinoxaline were isolated via a one-pot reductive amination in moderate yield. The corresponding rhenium complexes were isolated in good yields and characterised by 1H NMR, MS, IR and UV-Vis studies. X-Ray crystallographic data were obtained for fac-{Re(CO)3( L1)}(BF4), C34H26BF4N4O3Re: monoclinic, P2(1)/c, a = 18.327(2) , = 90.00°, b = 14.1537(14) , = 96.263(6)°, c = 23.511(3) , = 90.00°, 6062.4(11) 3, Z = 8. The luminescence properties of the ligands and complexes were also investigated, with the emission attributed to the appended chromophore in each case. Isothermal titration calorimetry suggests that fac-{Re(CO)3( L1)}(BF4) self-aggregates cooperatively in aqueous solution, probably ...
PROBLEM TO BE SOLVED: To provide a polyamine useful as a diamine component of a polymer and a method for efficiently and inexpensively obtaining the polyamine. SOLUTION: The alicyclic polyamines are represented by the following formula (1): (Wherein, Y 1 represents a saturated aliphatic hydrocarbon group, and R 1 to R 4 is the same or different and represents a hydrogen atom, an alkyl group, a cycloalkyl group, an aryl group, or an aralkyl group). Alicyclic polyamines can be obtained by reductive amination of 3-formylcycloalkanones or 3-formylcycloalkenones.
2-Oxocarboxylic acids, also called 2-oxo acids and alpha-keto acids, are the most elementary set of metabolites that includes pyruvate (2-oxopropanoate), 2-oxobutanoate, oxaloacetate (2-oxosuccinate) and 2-oxoglutarate. This diagram illustrates the architecture of chain extension and modification reaction modules for 2-oxocarboxylic acids. The chain extension module RM001 is a tricarboxylic pathway where acetyl-CoA derived carbon is used to extend the chain length by one. The chain modification modules RM002 (including RM032) and RM033, together with a reductive amination step (RC00006 or RC00036), generate basic and branched-chain amino acids, respectively. The modification module RM030 is used in the biosynthesis of glucosinolates, a class of plant secondary metabolites, for conversion to oxime followed by addition of thio-glucose moiety. Furthermore, the chain extension from 2-oxoadipate to 2-oxosuberate is followed by coenzyme B biosynthesis in methonogenic archaea ...
2-Oxocarboxylic acids, also called 2-oxo acids and alpha-keto acids, are the most elementary set of metabolites that includes pyruvate (2-oxopropanoate), 2-oxobutanoate, oxaloacetate (2-oxosuccinate) and 2-oxoglutarate. This diagram illustrates the architecture of chain extension and modification reaction modules for 2-oxocarboxylic acids. The chain extension module RM001 is a tricarboxylic pathway where acetyl-CoA derived carbon is used to extend the chain length by one. The chain modification modules RM002 (including RM032) and RM033, together with a reductive amination step (RC00006 or RC00036), generate basic and branched-chain amino acids, respectively. The modification module RM030 is used in the biosynthesis of glucosinolates, a class of plant secondary metabolites, for conversion to oxime followed by addition of thio-glucose moiety. Furthermore, the chain extension from 2-oxoadipate to 2-oxosuberate is followed by coenzyme B biosynthesis in methonogenic archaea ...
Amination[edit]. An important reaction is the conversion of hydroquinone to the mono- and diamino derivatives. ...
Reductive amination[edit]. Acetone can be transformed into isopropylamine as follows:[citation needed] ... Ammonium formate can be used for reductive amination of aldehydes and ketones (Leuckart reaction), by the following reaction:[3 ...
The rate of amination for three azoles proceeds quickest to slowest as follows: 1-methylbenzimidazole > 1-methylnaphth-[2,3-d] ... Amination Chichibabin, A. E.; Zeide, O. A. (1914). "New Reaction for Compounds Containing the Pyridine Nucleus". Zhur. Russ. ... The following is the overall form of the general reaction: The direct amination of pyridine with sodium amide takes place in ... For thermodynamically controlled additions, the rate of amination is related to the stability of the σ-adduct. Ease of hydride ...
Huber, Claudia; Günter Wächtershäuser (February 2003). "Primordial reductive amination revisited". Tetrahedron Letters. 44 (8 ...
Fernandez, E.; Maeda, K.; Hooper, M.W.; Brown, J.M. (2000). "Catalytic Asymmetric Hydroboration/Amination and Alkylamination ... "Catalytic asymmetric hydroboration-amination". Chemical Communications (2): 173. doi:10.1039/A606827H. ...
Amination of poly(styryl)lithium". Macromolecules. 19 (5): 1291-1294. Bibcode:1986MaMol..19.1291Q. doi:10.1021/ma00159a001. ...
Jeffrey, Jenna L.; Sarpong, Richmond (2013). "Intramolecular C(sp3)-H amination". Chemical Science. 4 (11): 4092. doi:10.1039/ ...
"Photoelectrocatalytic arene C-H amination". Nature Catalysis. 2 (4): 366-373. doi:10.1038/s41929-019-0231-9. PMC 6459354. PMID ...
Reductive amination Forster, Martin Onslow (1899). "XCI.-Influence of substitution on specific rotation in the bornylamine ...
Kumar A, Sharma S, Maurya RA (2010). "Single Nucleotide-Catalyzed Biomimetic Reductive Amination". Advanced Synthesis and ...
CS1 maint: discouraged parameter (link) DNA From The Beginning, section 6: Genes are real things., "Amination" section, final ...
Ji, S.J. (2014). "I2/TBHP-Catalyzed Chemoselective Amination of Indoles". Org. Lett. 16: 3094-3097. Kirsch, S.F. (2015). " ... "Copper-Catalyzed Radical Methylation/C-H Amination/Oxidation Cascade for the Synthesis of Quinazolinones". The Journal of ...
Since then, this ligand has been utilized in multiple reactions including the amination of a wide range of aryl halides and ... XPhos was first used in 2003 for the general amination and amidation of arenesulfonates and aryl halides. XPhos has also been ... BrettPhos was originally reported in 2008 for the Pd-catalyzed amination of aryl mesylates and aryl halides. This ligand helps ... Surry, David S.; Buchwald, Stephen L. (2011). "Dialkylbiaryl phosphines in Pd-catalyzed amination: a user's guide". Chem. Sci. ...
Ozonolysis of elemicin followed by reductive amination. Ester reduction of Eudesmic acid's methyl ester followed by ...
Hartwig is known for helping develop the Buchwald-Hartwig amination, a chemical reaction used in organic chemistry for the ... During this period, the Buchwald-Hartwig amination. Here is an example of this reaction (OTf = triflate or ...
Johnson, Jeffrey S.; Berman, Ashley M. (2005-07-01). "Nickel-Catalyzed Electrophilic Amination of Organozinc Halides". Synlett ... precatalysts also promote the amination of aryl chlorides, sulfamates, mesylates, and triflates. The nickel catalyst, (dppf)Ni( ... "Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates". ...
... and α-amination… [reactions] of carbonyl compounds. In the literature, this reaction has been referred to by different names: [ ...
Klages, Claus-Peter; Alena Hinze; Peter Willich; Michael Thomas (2010). "Atmospheric-Pressure Plasma Amination of Polymer ...
Johnson, Jeffrey S.; Berman, Ashley M. (2005-07-01). "Nickel-Catalyzed Electrophilic Amination of Organozinc Halides". Synlett ...
Müller, T. E. Beller, M. (1998). "Metal-Initiated Amination of Alkenes and Alkynes". Chemical Reviews. 98 (2): 675-704. doi: ... doi:10.1016/s0957-4166(03)00429-4. Müller, Thomas E.; Beller, Matthias (1 April 1998). "Metal-Initiated Amination of Alkenes ... Koller, Jürgen; Bergman, Robert G. (22 November 2010). "Highly Efficient Aluminum-Catalyzed Hydro-amination/-hydrazination of ... catalytic amination of monoolefins". Journal of Molecular Catalysis. 49 (3): 235-259. doi:10.1016/0304-5102(89)85015-1. Johns, ...
Paradine, SM & White, MC (2012). "Iron-Catalyzed Intramolecular Allylic C-H Amination". Journal of the American Chemical ... most recent being the White catalyst's dehydrogenative Diels-Alder reaction and the iron-mediated intramolecular C-H amination ...
Reductive amination of phenylpyruvic acid gives phenylalanine. Phenylpyruvate decarboxylase Phenylpyruvate tautomerase ...
... electrophilic amination. Hassner's group pioneered in methodology for synthesis of small ring heterocycles such as aziridines, ...
Abdel-Magid, A. F.; Mehrman, S. J. (2006). "A Review on the Use of Sodium Triacetoxyborohydride in the Reductive Amination of ... Pandit, C. R.; Mani, N. S. (2009). "Expedient reductive amination of aldehyde bisulfite adducts". Synthesis (23): 4032-4036.. ... It is especially suitable for reductive aminations of aldehydes and ketones. However, unlike sodium cyanoborohydride, the ... Studies on Direct and Indirect Reductive Amination Procedures1". The Journal of Organic Chemistry. 61 (11): 3849-3862. doi: ...
Studies on Direct and Indirect Reductive Amination Procedures". Journal of Organic Chemistry. 61: 3849-3862. doi:10.1021/ ... "Reductive Amination of Aldehydes and Ketones with Sodium Triacetoxyborohydride. ...
Pyrimidine biosynthesis Lieberman I (October 1956). "Enzymatic amination of uridine triphosphate to cytidine triphosphate". The ...
It is especially favored for reductive aminations, wherein aldehydes or ketones are treated with an amine in the presence of ... Selectivity is achieved at mildly basic solutions (pH 7-10). The reagent is ideal for reductive aminations ("Borch Reaction"). ... The commercial samples can be purified, but the yields of the reductive aminations do not improve. Sodium triacetoxyborohydride ... ISBN 978-3-7935-5493-6. Richard F. Borch (1988). "Reductive Amination with Sodium Cyanoborohydride: N,N-Dimethylcyclohexylamine ...
Kretovich VL, Stepanovich KM (1966). "[The enzyme catalyzing the reductive amination of oxypyruvate]". Izv. Akad. Nauk. SSSR. ...
In the N-amination of the unsubstituted tetrazole, a mixture of 1-amino- and 2-aminotetrazole is obtained. Also sulfur ... CS1 maint: discouraged parameter (link) T.M. Klapötke; D.G. Piercey; J. Stierstorfer (2012). "Amination of energetic anions: ... 2-diazepines N-amination of 1H-benzotriazole with hydroxylamine-O-sulfonic acid yields a mixture of 1-aminobenzotriazole (major ...
It has been widely used in the Buchwald-Hartwig amination, as in this typical example: Sodium tert-butoxide is used to prepare ... ISBN 978-1-118-68196-1 Yang, Bryant H.; Buchwald, Stephen L. (1999). "Palladium-catalyzed amination of aryl halides and ...
Amination is the process by which an amine group is introduced into an organic molecule. This type of reaction is important ... Amination can occur in a number of ways including reaction with ammonia or another amine such as an alkylation, reductive ... In electrophilic amination, the amine as the nucleophile react with another the organic compound as the electrophile. This ... Acid-catatlyzed hydroamination Many alkyl amines are produced industrially by the amination of alcohols using ammonia in the ...
Reductive amination (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl ... ISBN 1-57259-153-6. Current methods for reductive amination Industrial reductive amination at BASF. ... A step in the biosynthesis of many α-amino acids is the reductive amination of an α-ketoacid, usually by a transaminase enzyme ... This approach, known as direct reductive amination, employs reducing agents that are more reactive toward protonated imines ...
In particular, the processes provide for the reductive amination of 6-keto morphinans by cat ... Reductive amination of 6-keto normorphinans by catalytic hydrogen transfer. 2013-06-25. Grote et al.. 546/74. ... Remove Amination of 6-Keto Normorphinans by Catalytic Hydrogen Transfer. 2010-12-16. Grote et al.. ... The process involves the transformation of a 6-keto moiety of a morphinan to a 6-amino moiety by reductive amination in a ...
A rhodium-catalyzed amination reaction of aryl halides with amines takes place in the presence of a N-heterocyclic carbene ... The [RuCl2(p-cymene)]2/Ph2SiH2 catalytic system is very efficient for the reductive amination of aldehydes with anilines to ... Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias.. Y. Yoshida, S. Otsuka, ... This amination tolerates a wide range of functional groups such as silyl, boryl, methylsulfanyl, and halogen moieties. ...
The selectivity of the amination of 2,6-dichloroquinoline was very low, substantially better results were obtained with 2,8- ... dichloroquinoline, and 4,8- and 4,7-dichloroquinolines provided the best yields of the amination products. Diamination of 4,8- ... Pd-catalyzed amination of isomeric 2,6-, 2,8-, 4,8- and 4,7-dichloroquinolines was studied using adamantane-containing amines ... Keywords: amines; adamantane; Pd catalysis; amination; quinoline amines; adamantane; Pd catalysis; amination; quinoline ...
Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination ... Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination ... Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination ... Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination ...
... Yuto Yoshida, Shinya Otsuka, Keisuke Nogi and Hideki Yorimitsu*. *Department ... This amination tolerates a wide range of functional groups such as silyl, boryl, methylsulfanyl, and halogen moieties. ... Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias. ... Palladium/N-heterocyclic carbene (NHC) catalysis achieves an amination of diaryl sulfoxides with anilines and alkylamines. ...
One of the most attractive strategies is the stereoselective installation of a chiral amine through C H amination, which is a ... Whole-​cell biocatalysts for stereoselective C-H amination reactions. Journal. Angewandte Chemie, International Edition. Volume ... benzylic aminations with ee values of 97.5 %. The cascade uses four heterologously expressed recombinant enzymes with cofactors ... cell biocatalyst for formal stereoselective C H amination. ...
More information: Haifeng Qi et al, Highly selective and robust single-atom catalyst Ru1/NC for reductive amination of ... Highly selective and robust single-atom catalyst R1/NC for reductive amination of aldehydes/ketones. Credit: DICP ... New single-atom catalysis boots reductive amination reaction. by Chinese Academy Sciences ... selectivity and stability in reductive amination of biomass derived aldehydes/ketones to produce primary amines, and elucidated ...
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Ruthenium-catalyzed conversion of levulinic acid to pyrrolidines by reductive amination.. [Yao-Bing Huang, Jian-Jun Dai, Xiao- ...
Visible light amination/Smiles cascade: access to phthalazine derivatives E. Brachet, L. Marzo, M. Selkti, B. König and P. ...
... amination, hydrazination, hydroxyamination and related α-heteroatom functionalization of aldehydes, ketones and related active ... Organocatalytic asymmetric α-oxidation and amination reactions of carbonyl compounds are highly useful synthetic methodologies ... Organocatalyzed Asymmetric α-Oxidation, α-Aminoxylation and α-Amination of Carbonyl Compounds. Tirayut Vilaivan * and Worawan ... "Organocatalyzed Asymmetric α-Oxidation, α-Aminoxylation and α-Amination of Carbonyl Compounds." Molecules 15, no. 2: 917-958. ...
... electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has been developed. The ... Metal- and Reagent-Free Intramolecular Oxidative Amination of Tri- and Tetrasubstituted Alkenes J Am Chem Soc. 2017 Mar 1;139(8 ... A metal- and reagent-free, electrochemical intramolecular oxidative amination reaction of tri- and tetrasubstituted alkenes has ... and tetrasubstituted olefins to participate in the amination reaction. The result is the efficient synthesis of a host of ...
This is known as direct reductive amination and is carried out with reducing agents that are more reactive toward protonated ... Reductive amination involves the conversion of a carbonyl group, most of the time a ketone or an aldehyde, to an amine via an ... Reductive amination involves the conversion of a carbonyl group, most of the time a ketone or an aldehyde, to an amine via an ... This is known as direct reductive amination and is carried out with reducing agents that are more reactive toward protonated ...
Formation and speciation of disinfection byproducts during chlor(am)ination of aquarium seawater.. [Haiting Zhang, Huiyu Dong, ...
A Seminal Supported Resin for Reductive Amination. 18 April 2016 Biotage® MP-Triacetoxyborohydride is a macroporous polystyrene ... The resin has primary applications in the reductive amination of aldehydes and ketones under neutral or mildly acidic reaction ... Sodium triacetoxyborohydride has emerged as one of the reagents used most frequently for carrying out reductive amination of ...
Lamani, M. and Prabhu, K. R. (2012), NIS-Catalyzed Reactions: Amidation of Acetophenones and Oxidative Amination of ...
... palladium-catalyzed allylic alkylation reactions and a method for visible light-mediated radical decarboxylative amination. ...
Among the best-performing homogeneous catalysts for the direct amination of activated secondary alcohols with electron-poor ... Direct Amination of Alcohols Catalyzed by Aluminum Triflate: An Experimental and Computational Study. ... Among the best-performing homogeneous catalysts for the direct amination of activated secondary alcohols with electron-poor ...
Amination at the β-position of 2-arylpropionitriles through catalytic dehydrogenation occurred by using [PdCl2(PMe3)2] catalyst ...
It is very useful in reductive amination and in the reduction of imines. Cyanide contamination of the product is a concern when ... Reductive Amination - Use Of SiliaBond® Cyanoborohydride. SiliaBond® Cyanoborohydride is the silica bound equivalent of sodium ... It is very useful in reductive amination and in the reduction of imines. Cyanide contamination of the product is a concern when ...
Angewandte Chemie Iron-Mediated Aminations Intramolecular Aromatic Amination through Iron-Mediated Nitrene Transfer** Michael P ... Intramolecular Aromatic Amination through Iron-Mediated Nitrene Transfer.. код для вставки. код для вставки на сайт или в блог ... Scheme 2. Common mechanism for observed NIH shifts in the hydroxylation and amination reactions; L is presumably CH3CN. Angew. ... and even aromatic amination, are clearly implied. Moreover, the apparent generation of an imidoiron(iv) species suggests the ...
Solvent-Free Amination of Heteroaromatic Chlorides. Author(s): Erwan Le Gall, Stephane Sengmany, Corinne Gosmini, Jacques ... Keywords:Amination, heteroaromatic chlorides, solvent-free reaction. Abstract: The coupling of 5-membered heterocyclic amines ... Erwan Le Gall, Stephane Sengmany, Corinne Gosmini, Jacques Perichon and Pascal Retailleau, " Solvent-Free Amination of ...
Reductive amination of butanal and methyl ethyl ketone (MEK) with ammonia (at ammonia/MEK molar ratios of ~ 14.5) and hydrogen ... Mass Transfer Rates During Three Phase Catalytic Reductive Amination over Supported Noble Metals. Domenii publicaţii > Chimie ... Rhodium and platinum based catalysts showed the highest activity in reductive amination of butanal and MEK. The rhodium ... Cuvinte cheie: Reductive amination, Butanal, Methyl ethyl ketone, Noble metal catalysts, Mass transfer ...
just a thought .. solo is doing a reductive amination of a ketone l/pac if you are doing a reductive amination of lpac you are ... Which is the most appropriate method for the reductive amination of L-PAC in your opinion ?. IMO the Leuckart reaction will not ... And, should you use inadequate amounts of methylamine in your reductive aminations, you will surely produce some.. It was with ... There is a similar approach for reductive amination with Pd/Formic acid. (uploaded paper). One problem - this reaction will ...
Catalytic amination of isopropanolamine and ammonia to 1,2-propanediamine over Raney Ni with potassium carbonate as the ... Li Y, Cheng H, Zhang C, Zhang B, Liu T, Wu Q, Su X, Lin W, Zhao F (2017) Reductive amination of 1,6-hexanediol with Ru/Al2O3 ... Zhang Y, Bai G, Yan X, Li Y, Zeng T, Wang J, Wang H, Xing J, Luan D, Tang X, Chen L (2007) Amination of ethanolamine over ... Wang W, Yu Q, Zhang Q, Mei S, Yuan J, Zhao F, Yang J, Lu J (2017) Reductive amination of 2-amino-2-methyl-1-propanol and ...
C-H amination transition metal catalysis organic chemistry. Abstract:. Nitrogen functionality is ubiquitous in biologically ... In seeking to expand the scope of this C-H amination methodology, we were struck by a clear divergence in the literature ... C(sp3)-H aminations under first row transition metal catalysis. Welcome to the IDEALS Repository. ... C-H amination represents a powerful alternative synthetic strategy. This approach involves the direct functionalization of ...
Digging into the mechanism of oxidative Pd(II)-catalyzed aminations. Keywords: [3, 3]-sigmatropic rearrangement, ... This account focuses on the oxidative intramolecular Pd(II)-catalyzed amination of unsaturated N-sulfonyl carbamates and ...
For the reductive amination of ketones using Hantzsch esters, see: a) S. Hoffmann, A. M. Seayad, B. List, Angew. Chem. 2005, ... 2007, 119, 3796 -3798 Angewandte Chemie Table 1: Synthesis of (R)-3 by reduction of 2 (method A)[a] and reductive amination of ... 84 (92)[f ] 94 (92) 14 3m 3-MeOC6H4 4-MeOC6H4 - The direct reductive amination pro[f ] 15 3n 2-ClC6H4 4-MeOC6H4 - 54 (96) 96 ( ... Therefore, we examined a direct reductive and toluene as an environmentally friendly solvent in the key amination protocol ( ...
  • Organocatalytic asymmetric α-oxidation and amination reactions of carbonyl compounds are highly useful synthetic methodologies, especially in generating chiral building blocks that previously have not been easily accessible by traditional methods. (mdpi.com)
  • The scope of this review includes new reactions and catalysts, mechanistic aspects and synthetic applications of α-oxidation, hydroxylation, aminoxylation, amination, hydrazination, hydroxyamination and related α-heteroatom functionalization of aldehydes, ketones and related active methylene compounds published during 2005-2009. (mdpi.com)
  • Lamani, M. and Prabhu, K. R. (2012), NIS-Catalyzed Reactions: Amidation of Acetophenones and Oxidative Amination of Propiophenones. (wiley.com)
  • Presented herein is the development and evaluation of several palladium-catalyzed allylic alkylation reactions and a method for visible light-mediated radical decarboxylative amination. (ku.edu)
  • 9] By analogy to oxoiron species that mediate heme monooxygenase chemistry,[10] high-valent imido complexes are typically invoked as reactive intermediates in these amination reactions,[2, 11] although imido complexes of iron are generally very rare. (docme.ru)
  • We report herein efficient and selective ortho-hydroxylation and amination reactions of the a-aromatic substituent afforded by these respective reagents (Scheme 1). (docme.ru)
  • Although small molecule iron and manganese catalysts were first explored for metallonitrene-mediated C-H amination reactions, the majority of synthetic advances in the field have been with noble metal dirhodium carboxylate catalysts. (illinois.edu)
  • The application of the phosphine adducts to both Suzuki coupling and Buchwald-Hartwig amination reactions with aryl chloride substrates was examined, and the performance of these catalysts versus conventional palladium sources was evaluated. (soton.ac.uk)
  • Typically, the best activity is seen with tricyclohexylphosphine adducts in Suzuki coupling and tri-tert-butylphosphine analogues in amination reactions. (soton.ac.uk)
  • In nearly all the amination reactions performed, small amounts of a second product species were observed, namely 4,6-bis(aryl)-3,4-dihydro-2H[1,4]oxazines. (soton.ac.uk)
  • Chitosan has been routinely used in membrane preparation due to its abundance, hydrophilicity and environmental benignancy, which can be modified by hydroxylation and amination reactions [2, 8-12]. (thefreedictionary.com)
  • The emphasis of the research is on addressing fundamental challenges such as the use of carbon dioxide (C02) as a synthesis building block or more efficient amination reactions. (thefreedictionary.com)
  • Whole cell biotransformation for reductive amination reactions. (uni-bielefeld.de)
  • Preparation of a small library of secondary amino acids was achieved by solution-phase organic synthesis using reductive amination reactions with selected cc-amino acids and aromatic aldehydes. (rit.edu)
  • We have different types of reactors that have the ability to handle a variety of amination reactions. (science-marketplace.org)
  • Another useful feature of reductive amination reactions is that two (or three if one starts with ammonia) reductive aminations can be employed in sequence. (masterorganicchemistry.com)
  • This research project is directed toward the development of new catalytic systems for stereoselective C-H amination reactions. (grantome.com)
  • For this particular proposal, we will focus on the utilization of cobalt(II) chiral porphyrin complexes [Co(II)(Por*)] as a class of new chiral catalyts to advance the enantioselective C-H amination reactions for stereoselective synthesis of valuable diamines and amino alcohols. (grantome.com)
  • We hope these studies will ultimately lead to the development of practical Co(II)-based catalytic systems for general C-H amination reactions that can be successfully applied toward the stereoselective synthesis of biologically important natural products and pharmaceutically interesting small molecules. (grantome.com)
  • To address the role of solid catalysts in amination of terpenes the same reactions with homogeneous counterparts are also discussed. (abo.fi)
  • Our goal is to develop one-step, non-directed C-H amination reactions of arenes that are enabled by palladium catalysts and electrophilic amination reagents. (wpi.edu)
  • The effect of palladium source, ligand, amination reagent, solvent, temperature and additives on the yield of amination reactions are investigated in detail. (wpi.edu)
  • R. A. Altman, Fors, B. P. , and Buchwald, S. L. " Pd-catalyzed amination reactions of aryl halides using bulky biarylmonophosphine ligands " , Nature Protocols , 2007 , 2 (11), 2881-2887. (mit.edu)
  • Palladium/ N -heterocyclic carbene (NHC) catalysis achieves an amination of diaryl sulfoxides with anilines and alkylamines. (organic-chemistry.org)
  • The first chapter of this dissertation describes the development of the first synthetically useful C-H amination method under iron catalysis. (illinois.edu)
  • for allylic C-H amination over a range of olefin classes and exhibiting site-selectivity trends that are orthogonal to those observed under rhodium catalysis. (illinois.edu)
  • Graphical abstract FeSO + CrCl 4 3 Oxidation-precipitation Cr-Fe O 3 4 NH NH + H O 3 2 2 Keywords C(sp )-H activation Radicals Cr-doped magnetite Catalytic amination Metals Heterogeneous catalysis Introduction bonds, which broadens the synthetic approach to organic synthesis. (deepdyve.com)
  • As a result, the reductive amination of carbonyl compounds with amines by photoredox catalysis proceeds in good to excellent yields and with broad substrate scope and good functional group tolerance. (unibas.ch)
  • Moreover, the reactivity of such a cobalt catalysis could be diverted from C-H fluorination to amination by engineering substrates' conformational flexibility. (chem8.org)
  • A classic named reaction is the Mignonac reaction (1921) involving reaction of a ketone with ammonia over a nickel catalyst for example in a synthesis of 1-phenylethylamine starting from acetophenone: Nowadays, one-pot reductive amination fulfil by acid-metal catalysts that act as a hydride transfer. (wikipedia.org)
  • Enantioselective Synthesis of 1 2-Diarylaziridines by the Organocatalytic Reductive Amination of -Chloroketones. (docme.ru)
  • Zuschriften DOI: 10.1002/ange.200700165 Chiral Aziridines Enantioselective Synthesis of 1,2-Diarylaziridines by the Organocatalytic Reductive Amination of a-Chloroketones Andrei V. Malkov,* Sigitas Stončius, and Pavel Kočovský* Aziridines constitute the key structural feature of several classes of natural products and have served in synthesis as chiral building blocks, intermediates, auxiliaries, and ligands. (docme.ru)
  • 4a] Herein, we report on a new and practical synthesis of 1,2-diaryl aziridines 4 by the enantioselective reductive amination of a-chloroketones 1. (docme.ru)
  • These materials are the starting point for the synthesis of 6‐carboxybenzo[b]azocin‐2‐ones by a sequence of aryl amination and ring transformation.This reaction sequence starts with copper‐catalyzed formation of N‐alkyl anilines from the iodoarenes and primary … Transformation of β‐oxoesters with PhI(OCOCF3)2 leads to α‐(ortho‐iodophenyl)‐β‐oxoesters. (bidot.net)
  • Asymmetric reductive amination of ketones using ω-transaminases (ω-TAs) offers a promising alternative to the chemocatalytic synthesis of chiral amines. (elsevier.com)
  • 1. Amination by reduction involves the synthesis of what by reductive methods? (sanfoundry.com)
  • Explanation: In Amination by reduction mean the synthesis of Amine (-NH 4 ) group by reductive methods meaning reduction. (sanfoundry.com)
  • One-step, non-directed C-H aminations of arenes has the potential to facilitate the synthesis of compounds with aromatic C-N bonds, which are important bulk and fine chemicals for the synthesis of biologically active molecules. (wpi.edu)
  • Hughes, CC & Trauner, D 2003, ' Direct Catalytic Asymmetric Amination of Aldehydes: Synthesis of Evans Oxazolidinones and α-Amino Acids ', Chemtracts , vol. 16, no. 9, pp. 511-517. (nyu.edu)
  • The [RuCl 2 ( p -cymene)] 2 /Ph 2 SiH 2 catalytic system is very efficient for the reductive amination of aldehydes with anilines to provide secondary amines and tertiary amines in good yields. (organic-chemistry.org)
  • Recently, a research group led by Prof. Zhang Tao and Prof. Wang Aiqin from the Dalian Institute of Chemical Physics of the Chinese Academy of Sciences fabricated Ru 1 /NC SAC with good catalytic activity, selectivity and stability in reductive amination of biomass derived aldehydes/ketones to produce primary amines, and elucidated the structure-performance relationships from the atomic/ molecular level . (phys.org)
  • Highly selective and robust single-atom catalyst R1/NC for reductive amination of aldehydes/ketones. (phys.org)
  • Haifeng Qi et al, Highly selective and robust single-atom catalyst Ru1/NC for reductive amination of aldehydes/ketones, Nature Communications (2021). (phys.org)
  • Bound cyanoborohydride is very useful in reductive amination and in the reduction of imines and aldehydes. (silicycle.com)
  • The resin has primary applications in the reductive amination of aldehydes and ketones under neutral or mildly acidic reaction conditions. (biotage.com)
  • Reduction of Aldehydes and Imines and Reductive Amination of Aldehydes under Mild Conditions Using Hypervalent Hydridosilicates, Chem. (thefreedictionary.com)
  • NC for reductive amination of aldehydes/ketones. (theuncoverreality.in)
  • Amination can occur in a number of ways including reaction with ammonia or another amine such as an alkylation, reductive amination and the Mannich reaction. (wikipedia.org)
  • When the amine is used as an electrophile, the reaction is called electrophilic amination. (wikipedia.org)
  • The sequence from keto-acid to amino acid can be summarized as follows: HO2CC(O)R → HO2CC(=NCH2-X)R → HO2CCH(N=CH-X)R → HO2CCH(NH2)R. In the critically acclaimed drama Breaking Bad, main character Walter White uses the reductive amination reaction to produce his high purity methamphetamine, relying on 2-phenyl-propanone and methylamine. (wikipedia.org)
  • The electrosynthetic method proceeds through radical cyclization to form the key C-N bond, allowing a variety of hindered tri- and tetrasubstituted olefins to participate in the amination reaction. (nih.gov)
  • Sodium triacetoxyborohydride has emerged as one of the reagents used most frequently for carrying out reductive amination of carbonyl compounds, a reaction that is also known as reductive alkylation of amines. (biotage.com)
  • In this reaction, DPPA acts as an electrophilic amination reagent. (uzh.ch)
  • Ene reaction was accomplished via addition of PhTAD to the allylic position to react with syn and anti diastereomers for α-amination. (deepdyve.com)
  • Overall, this paper highlights a great reaction that complements the wealth of C-H amination work conducted with Rh catalysts . (berkeley.edu)
  • The paradigm proposed herein for the exploitation of vinyl cations will also open up new vistas in the centuries-old aldol reaction and in amination chemistry. (thefreedictionary.com)
  • Two different reaction schemes are illustrated in Figure 2 and Figure 3 [14,15], where the common end-group forms of PEG-PLA derivatives include hydroformylation, propylene acylation, and amination [16]. (thefreedictionary.com)
  • This reaction is exploited en route to popular antioxidants such as 2-tert-butyl-4-methoxyphenol ( "BHA" ). (wikipedia.org)
  • Reductive amination is a chemical reaction which involves the conversion of a carbonyl group to an amine . (chemeurope.com)
  • The reaction depicted below is an example of an asymmetric reductive amination of an aryl ketone and an aniline . (chemeurope.com)
  • Reductive amination employing sodium triacetoxyborohydride instead of sodium cyanoborohydride was found to give shorter reaction times and much safer byproducts. (rit.edu)
  • Amination is the reaction process of introducing amine groups (-NH2) into organic molecules to form amines. (science-marketplace.org)
  • Here we have demonstrated that a single point mutation in the active site of the (S)-selective ω-TA from Ochrobactrum anthropi could induce a remarkable acceleration of the amination reaction without any loss in stereoselectivity and enzyme stability. (elsevier.com)
  • The application of ionic organic bases in the copper‐catalyzed amination reaction (Ullmann reaction) has been studied at room temperature, with sub‐mol‐% catalyst loadings, and with more challenging amines at elevated temperatures. (imperial.ac.uk)
  • Over the last two decades many different auxiliary ligand systems have been utilized in the copper-catalyzed Ullmann amination reaction. (imperial.ac.uk)
  • Paper Abstract A chemo- and regioselective copper-catalyzed cross-coupling reaction for effective amination of 2-chlorobenzoic acids with aniline derivatives has been developed. (scibase.co)
  • The Pd Catalyzed Amination Kits are ideal tools for the investigation of cross-coupling reaction conditions. (thomassci.com)
  • Acid-catatlyzed hydroamination Many alkyl amines are produced industrially by the amination of alcohols using ammonia in the presence of solid acid catalysts. (wikipedia.org)
  • Pd-catalyzed amination of isomeric 2,6-, 2,8-, 4,8- and 4,7-dichloroquinolines was studied using adamantane-containing amines in which substituents at the nitrogen atom differ in bulkiness. (mdpi.com)
  • It might take some time to appreciate, but reductive amination is an extremely powerful way of making amines. (masterorganicchemistry.com)
  • The amination of aryl halides in liquid ammonia (LNH3) is catalyzed by a copper(I) salt/ascorbate system to yield primary aromatic amines in good to excellent yields. (hud.ac.uk)
  • This scavenger can be applied to the rapid clean-up of tertiary amines prepared through reductive amination using MP-Triacetoxyborohydride and microwave irradiation. (biotage.com)
  • Among the best-performing homogeneous catalysts for the direct amination of activated secondary alcohols with electron-poor amine derivatives, metal triflates, such as aluminum triflate, Al(OTf) , stand out. (americanelements.com)
  • Reductive amination of butanal and methyl ethyl ketone (MEK) with ammonia (at ammonia/MEK molar ratios of ~ 14.5) and hydrogen has been performed at 50 bar and 323-353 K over graphite and charcoal supported noble metal catalysts. (ad-astra.ro)
  • Rhodium and platinum based catalysts showed the highest activity in reductive amination of butanal and MEK. (ad-astra.ro)
  • Existing catalysts for C(sp3)-H amination, including our [FeIIIPc] catalyst, are either highly reactive or highly selective, but not both. (illinois.edu)
  • They start by screening Fe catalysts for intramolecular allylic amination reactivity of sulfamate substrates. (berkeley.edu)
  • The review will be useful in selection and design of appropriate solid materials with tailored properties as efficient catalysts for amination of terpenes. (abo.fi)
  • Vilaivan T, Bhanthumnavin W. Organocatalyzed Asymmetric α-Oxidation, α-Aminoxylation and α-Amination of Carbonyl Compounds. (mdpi.com)
  • Amination is the process by which an amine group is introduced into an organic molecule. (wikipedia.org)
  • In electrophilic amination, the amine as the nucleophile react with another the organic compound as the electrophile. (wikipedia.org)
  • Reductive amination (also known as reductive alkylation) is a form of amination that involves the conversion of a carbonyl group to an amine via an intermediate imine. (wikipedia.org)
  • One of the most attractive strategies is the stereoselective installation of a chiral amine through C H amination, which is a challenging chemical transformation. (uva.nl)
  • Reductive amination involves the conversion of a carbonyl group, most of the time a ketone or an aldehyde, to an amine via an intermediate imine or iminium. (silicycle.com)
  • This can be performed by amino acid dehydrogenases catalyzing NADH-dependent reductive amination of oxo-acids with ammonium or by transaminases transferring an amino group from a donor amine to a carbonyl compound. (biomedcentral.com)
  • Reductive amination is extremely versatile and can be used to install a large variety of different alkyl groups on an amine. (masterorganicchemistry.com)
  • That means that there are three possible ways of making this amine through reductive amination, all of them acceptable! (masterorganicchemistry.com)
  • Amination is the process in which an amine group (-NH 2 ) is added in an organic molecule. (techleens.com)
  • The cascade presents the first example of the successful de novo design of a single whole-​cell biocatalyst for formal stereoselective C H amination. (uva.nl)
  • This approach, known as direct reductive amination, employs reducing agents that are more reactive toward protonated imines than towards the ketone/aldehyde precursors. (wikipedia.org)
  • This is known as direct reductive amination and is carried out with reducing agents that are more reactive toward protonated imines (or iminiums) than ketones and are stable under moderately acidic conditions. (silicycle.com)
  • This is known as direct reductive amination and is carried out with reducing agents that are more reactive toward imines than ketones, such as sodium cyanoborohydride (NaBH 3 CN) or sodium triacetoxyborohydride (NaBH(OCOCH 3 ) 3 ). (chemeurope.com)
  • With less sterically hindered a-amino acids, direct reductive amination generally yielded the bisalkylated product. (rit.edu)
  • Direct Amination of Alcohols Catalyzed by Aluminum Triflate: An Experimental and Computational Study. (americanelements.com)
  • Lafrance M, Roggen M, Carreira EM (2012) Direct, enantioselective iridium-catalyzed allylic amination of racemic allylic alcohols. (springer.com)
  • The plasmid-born overproduction of an alcohol dehydrogenase, an L-alanine-dependent transaminase and an alanine dehydrogenase allows for redox self-sufficient amination of alcohols in whole cell biotransformation. (biomedcentral.com)
  • Biotransformation with E. coli strains only lacking pyruvate oxidase PoxB showed similar reduced amination of 1,10-decanediol indicating that oxidative decarboxylation of pyruvate to acetate by PoxB is primarily responsible for pyruvate catabolism during redox self-sufficient amination of alcohols using this whole cell biocatalyst. (biomedcentral.com)
  • The replacement of the transaminase Ta Vf by Ta Cv , which showed higher activity at 42°C, in the artificial operon ald-adh - ta improved amination of alcohols in whole cell biotransformation. (biomedcentral.com)
  • Redox self-sufficient whole cell biotransformation for amination of alcohols. (uni-bielefeld.de)
  • Catalytic amination of isopropanolamine and ammonia to 1,2-propanediamine over Raney Ni with potassium carbonate as the additive was reported. (springer.com)
  • Fischer A, Maciejewski M, Burgi T, Mallat T, Baiker A (1999a) Cobalt-catalyzed amination of 1,3-propanediol: effects of catalyst promotion and use of supercritical ammonia as solvent and reactant. (springer.com)
  • Fischer A, Mallat T, Baiker A (1999d) Continuous amination of propanediols in supercritical ammonia. (springer.com)
  • Jenzer G, Mallat T, Baiker A (1999) Cobalt-catalyzed amination of 1,3-cyclohexanediol and 2,4-pentanediol in supercritical ammonia. (springer.com)
  • Main aim of the ACS 'Amination' and 'Hydrazine' is dosing transfer of ammonia and hydrazine-hydrate to the supply water, which performs by pumps connected through Frequency Converters (FC). (oscada.org)
  • The rate of amination of iodobenzene in liquid ammonia is first order in copper(I) catalyst concentration. (hud.ac.uk)
  • The small Hammett ρ = 0.49 for the amination of 4-substituted iodobenzenes in liquid ammonia at 25 °C indicates that the C-I bond is not significantly broken in the transition state structure and that there is a small generation of negative charge in the aryl ring, which is compatible with the oxidative addition of the copper ion being rate limiting. (hud.ac.uk)
  • This method is sometimes called indirect reductive amination. (wikipedia.org)
  • This is indirect reductive amination . (chemeurope.com)
  • However, monoalkylation was achieved by adopting an indirect reductive amination route. (rit.edu)
  • Each of these N-C bonds could potentially be formed through reductive amination, since they have C-H bonds. (masterorganicchemistry.com)
  • In vivo plug-and-play: a modular multi-enzyme single-cell catalyst for the asymmetric amination of ketoacids and ketones. (uni-bielefeld.de)
  • This invention describes a reductive amination process whereby perfluorinated ketones or ketals are combined with a-aminoesters under basic conditions to form metal carboxylates. (allindianpatents.com)
  • A step in the biosynthesis of many α-amino acids is the reductive amination of an α-ketoacid, usually by a transaminase enzyme. (wikipedia.org)
  • In particular, the processes provide for the reductive amination of 6-keto morphinans by catalytic transfer hydrogenation, to produce 6-amino morphinan compounds, which are epimerically and/or diastereomerically enriched. (freepatentsonline.com)
  • The main element stage was to utilize the amino band of 2 inside a reductive amination technique to type the related (1), predicated on the bicyclo[3.1.0]hexane derivative 2. (immune-source.com)
  • In general, the amino groups can be divided into two types with the one is reductive amination and the other one is aminolysis. (science-marketplace.org)
  • We have developed an iron-dipyrrinato catalyst that leverages the reactivity of iron-borne metal-ligand multiple bonds to promote the direct amination of aliphatic C-H bonds. (sciencemag.org)
  • Amination at the β-position of 2-arylpropionitriles through catalytic dehydrogenation occurred by using [PdCl 2 (PMe 3 ) 2 ] catalyst and bromobenzene. (go.jp)
  • We sought to exploit the exquisite chemoselectivity of first row transition metals in order to develop a small molecule C-H amination catalyst that was truly general. (illinois.edu)
  • The second chapter of this dissertation describes the discovery and development of [Mn(tBuPc)], a novel manganese catalyst that for the first time is able to effectively functionalize all types of sp3 C-H bonds with preparative product yields (>50%) even for very strong 2° and 1° aliphatic C-H bonds, while maintaining excellent chemoselectivity for C-H amination (>20:1) in the presence of readily oxidizable π-bonds. (illinois.edu)
  • It is noteworthy that their catalyst exhibited higher selectivities than the usual workhorse for C-H amination, Rh 2 (OAc) 4 . (berkeley.edu)
  • There are two other commonly used reductants for reductive amination: sodium cyanoborohydride (NaBH 3 CN) and sodium tri-acetoxyborohydride (NaBH(OAc) 3 ). (masterorganicchemistry.com)
  • Liu, Bao-Liang 2018-02-13 00:00:00 The direct catalytic amination of C(sp )-H is difficult to achieve but significant. (deepdyve.com)
  • The direct catalytic amination of C(sp )-H is difficult to achieve but significant. (deepdyve.com)
  • M. J. Su, Hoshiya, N. , and Buchwald, S. L. " Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides " , Org. (mit.edu)
  • An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. (mit.edu)
  • Erwan Le Gall, Stephane Sengmany, Corinne Gosmini, Jacques Perichon and Pascal Retailleau, " Solvent-Free Amination of Heteroaromatic Chlorides", Letters in Organic Chemistry (2008) 5: 120. (eurekaselect.com)
  • Although the polypyridyl Fe complex they have used previously for hydroxylation and desaturation chemistry gave a low yield of product, the phthalocyanine Fe complex 1 gave a good yield (and better than a tetraphenylporphyrin iron complex) of allylic amination. (berkeley.edu)
  • P. Stavropoulos, "Metal-Catalyzed and Metal-Free Intermolecular Amination of Light Alkanes and Benzenes," Comments on Inorganic Chemistry , vol. 37, no. 1, pp. 1-57, Taylor & Francis Inc., Jan 2017. (mst.edu)
  • E. Lorenz, S. Klatte, and V.F. Wendisch, "Reductive Amination by recombinant *Escherichia coli*: Whole Cell Biotransformation of 2-keto-3-methylvalerate to L-isoleucine", Journal of Biotechnology , vol. 168, 2013, pp. 289-294. (uni-bielefeld.de)
  • Regioselective amination of unsymmetrical diaryl sulfoxides was also executed by means of steric bias. (organic-chemistry.org)
  • Intramolecular Aromatic Amination through Iron-Mediated Nitrene Transfer. (docme.ru)
  • Angewandte Chemie Iron-Mediated Aminations Intramolecular Aromatic Amination through Iron-Mediated Nitrene Transfer** Michael P. Jensen, Mark P. Mehn, and Lawrence Que, Jr.* Scheme 1. (docme.ru)
  • 4] Nitrene insertions to give aliphatic CH bond aminations have also been effected by metalloporphyrins or cytochrome P450. (docme.ru)
  • Catalytic C-H amination via nitrene insertion represents one of the most important classes of chemical transformations. (grantome.com)
  • The selectivity of the amination of 2,6-dichloroquinoline was very low, substantially better results were obtained with 2,8-dichloroquinoline, and 4,8- and 4,7-dichloroquinolines provided the best yields of the amination products. (mdpi.com)
  • In seeking to expand the scope of this C-H amination methodology, we were struck by a clear divergence in the literature between reactivity and selectivity. (illinois.edu)
  • The catalytic radical amination of C(sp )-H in toluene was achieved without any oriented group. (deepdyve.com)
  • The excitation of a RuII photosensitizer in the presence of ascorbic acid leads to the reduction of iminium ions to electron‐rich α‐aminoalkyl radical intermediates, which are rapidly converted into reductive amination products by thiol‐mediated hydrogen atom transfer (HAT). (unibas.ch)
  • 7] Substoichiometric and unselective naphthalene amination by an uncharacterized adduct of iron(ii) chloride and chloramine-T has been reported,[8] along with a handful of possibly analogous organometallic ligand transformations. (docme.ru)
  • Mannich, reductive amination) often rely on pre-existing functionality and require additional transformations such as oxidation state changes and/or protecting group maniuplations. (illinois.edu)
  • Further research in this area is directed towards other methods for amination and diamination of carbon-carbon double and triple bonds, as well as the selective introduction of more complex nitrogen-containing functional groups, such as nitroso and nitro groups. (washington.edu)
  • Reductive amination of 13 using BH3Py, gave a better yield than when NaBH4 was used as the reducing agent. (immune-source.com)
  • Such structures are frequently based on terpenoid or steroidal skeletons, though some relatively simple alkaloids also appear to be derived by similar late amination processes. (biocyclopedia.com)
  • 5, 6] In contrast, metal-catalyzed arene amination is practically unknown,[6] even though free organonitrenes will readily add to aromatics. (docme.ru)
  • For example, they found that allylic amination is preferred over benzylic, ethereal, tertiary, and secondary C-H amination, in line with the bond dissociation energies of the C-H bonds. (berkeley.edu)