• The book Organic Synthesis Using Samarium Diiodide, published in 2009, gives a detailed overview of reactions mediated by SmI2. (wikipedia.org)
  • Recently, significant advances have taken place in the use of SmI 2 for the synthesis of nitrogen heterocycles, enabled in large part by the unique combination of high reducing power of this reagent (E 1/2 of up to −2.8 V) with excellent chemoselectivity of the reductive umpolung cyclizations mediated by SmI 2 . (mdpi.com)
  • Simple and mild indium- and zinc-mediated dehalogenation reactions of vicinal dihalides in an aqueous solvent enable the synthesis of various allenylmethyl aryl ethers and monosubstituted allenes in very good yields. (organic-chemistry.org)
  • A CuI-catalyzed synthesis of 1,3-disubstituted allenes from 1-alkynes by the reaction with various N -tosylhydrazones as readily available starting materials is operationally simple and gives the desired products in good yields. (organic-chemistry.org)
  • An excess amount of base and higher reaction temperatures allows the synthesis of allenes in a one-pot procedure. (organic-chemistry.org)
  • A robust synthesis of allenoates via a Pd-catalyzed β-hydride elimination of ( E )-enol triflates offers low catalyst loadings, mild reaction conditions, and the ability to access all four patterns of substituted allenoates from a single substrate class. (organic-chemistry.org)
  • Koreeda, M. "The Total Synthesis of (+)-Acanthodoral by the Use of a Pd-Catalyzed Metal-ene Reaction and a non-Reductive 5-exo-Acyl Radical Cyclization" Org. (umich.edu)
  • An alternative route towards the total synthesis was developed, in which the key step involved a Ring Closure Metathesis reaction. (bl.uk)
  • A facile synthesis of imidazo[4,5- b ]pyridines and -pyrazines is described using a Pd-catalyzed amide coupling reaction. (acs.org)
  • Synthesis of N-Substituted 3-Amino-4-halopyridines: A Sequential Boc-Removal/Reductive Amination Mediated by Brønsted and Lewis Acids. (acs.org)
  • One-Pot Synthesis of 1,2-Disubstituted 4-, 5-, 6-, and 7-Azaindoles from Amino-o-halopyridines via N-Arylation/Sonogashira/Cyclization Reaction. (acs.org)
  • Copper- and Palladium-Catalyzed Amidation Reactions for the Synthesis of Substituted Imidazo[4,5-c]pyridines. (acs.org)
  • Exhaustive synthesis and analysis of primary literature examples sets Organic Reactions apart from comparable secondary references for organic chemistry. (organicreactions.org)
  • Key steps of the synthesis were the Heck reaction, the Stetter reaction, a reductive cyclization , and the introduction of diverse N substituents at the end of the synthesis. (idexlab.com)
  • During his PhD, he focused on synthetic organic chemistry and organic metal catalysed reaction and successfully developed a unique method for the synthesis of pyrrolidinones via cobalt-catalysed reductive coupling of nitrile and acrylamide followed by keto-amide cyclization and dehydration in one pot. (nanolumi.com)
  • For another example of this reaction see First Total Synthesis and Structural Revision of Prorocentin (A. Fürstner, 2023) . (organicchemistry.eu)
  • We publish practical and reliable organic, organometallic and inorganic chemical synthesis, reactions and procedures deposited by synthetic chemists. (syntheticpages.org)
  • Providing an excellent compilation of the most important and useful methods of modern stereoselective synthesis, this book features illustrative examples of drug and natural product syntheses, resulting in a rich source of stimulating ideas for the efficient use of asymmetric reactions in the users' own synthesis. (wiley-vch.de)
  • The discovery of new three- and five-carbon synthons are highly desirable and would lead to the development of a series of novel cycloaddition reactions for the synthesis of functionalized seven-membered rings. (degruyter.com)
  • The synthesis of the 1,8-diazaspiro[4.5]decane scaffold has been achieved using a bromine-mediated 5-endo cyclization of the corresponding 4-aminobutene intermediate under acidic conditions. (edu.au)
  • Studies on an alternate Mn(OAc)₃ intramolecular reductive cyclisation complete the discussion. (bl.uk)
  • Completion of the target took another five steps - some protecting group transformations and a reductive amination provided the carbon skeleton. (organic-chemistry.org)
  • They contain two amino groups (one Boc-protected) and have been designed for ease of conversion to a lead generation library, using either amide formation or reductive amination procedures. (edu.au)
  • The chapter is organized by the reaction type of the electrochemical step and covers both oxidative and reductive reaction modes. (thieme-connect.de)
  • A third oxidative cyclization set the difuran moiety available from either the ( E )- 14 or the ( Z )- 14 . (organicchemistry.eu)
  • total chemoselectivity for the external allylic halide (3m) showcasing the discrimination inherent in the SN2-type oxidative addition typically observed with AuI.7 Interestingly sterically encumbering substituents were found to the reaction (compare 3f 3 3 This effect ostensibly arises because the ortho substituents block the formation of homo-coupling side-products. (researchassistantresume.com)
  • The key step in the formation of the decalin ring is a 6-exo-trig intramolecular radical cyclisation. (bl.uk)
  • Samarium (II) iodide intramolecular radical cyclisation was also investigated. (bl.uk)
  • Alkylation and reductive cyclization of the diastereomeric alcohols 8 and 9 provided like- and unlike-configured 2-benzazepines 13 and 23, which allowed the introduction of various substituents at the N-atom. (idexlab.com)
  • Cyclization of chiral diols proceeded via stereoselective SN2 Mitsunobu reaction by using Bu3P-ADDP (Azodicarbonyl dipiperidine) to obtain cyclic building blocks. (uni-regensburg.de)
  • Theuse of a readily available oxazolidine as a chiral auxiliary imparts highlevels of asymmetric induction in these reactions. (ignited.in)
  • A range of enethioate derivatives of 1,3-diones underwent reductive aldol cyclizations catalyzed by a chiral copper hydride generated in situ from 5 mol% TaniaPhos (SL-T001-1), 5 mol% Cu(OAc)2·H2O, 5 mol% bipyridine and 2.0 equiv. (edu.hk)
  • When a tert-butanesulfinyl moiety is present on the nitrogen atom, these electrophilic substitution reactions occur with good levels of chiral induction, paving the way to enantioenriched β2-amino acids and β2,2-amino acids. (journaltocs.ac.uk)
  • Generally, the reaction mechanism for the DNA adduction involved Michael addition between the electron-deficient carbon from the quinone and the nucleophilic exocyclic nitrogen from the dG followed by reductive cyclization with loss of a small molecule such as H 2 O, or HBrO. (edu.hk)
  • Six membered rings including at the positions 1 and 4 a basic nitrogen and a propargylic chain undergo cyclization by intramolecular nucleophilic attack of nitrogen on triple bond. (heterocycles.jp)
  • It has long been known that dicarboxylation reactions through the oxidation of hydrocarbons [ 4 , 5 ] or the hydrolysis of cyanogen [ 6 ] represent a major method to produce diacid derivatives in industry. (nso-journal.org)
  • The reaction is investigated in the field of piperidine, piperazine, and tropane derivatives. (heterocycles.jp)
  • A copper-catalyzed decarboxylative coupling reaction of aryl alkynyl carboxylic acid, paraformaldehyde, and dicyclohexylamine in diglyme at 100 C for 2 h provides terminal allenes in good yields. (organic-chemistry.org)
  • In initial stoichiometric experiments (Plan 6) we found that while 1 underwent halide metathesis upon reaction with allyl bromide no oxidized varieties were recognized.10f However the platinum aryl complex 9 was formed cleanly via transmetallation from your boronic acid under the reaction conditions.16 Futhermore 9 underwent facile conversion in reaction with allyl bromide to give the dibromide 8 affording allylbenzene and biphenyl. (researchassistantresume.com)
  • Reductive removal from 10 can Ki67 antibody presumably also lead to alkyl-aryl bond formation immediately suggesting a parsimonious mechanism for the overall transformation. (researchassistantresume.com)
  • the first invokes a allylcobalt speciesas a key intermediate in the reaction mechanism and the second involves aradical-mediated pathway. (ignited.in)
  • In addition to detailed discussions of the mechanism, scope, and limitations of reactions, OR chapters contain a tabular survey of all known examples of organic reactions to date. (organicreactions.org)
  • A novel mechanism involving a bromine transfer reaction from an initially formed bromonium ion to a neighboring nitrogen atom is suggested as the reason for the failure of this type of reaction under "normal" bromination conditions. (edu.au)
  • While platinum and palladium catalysts are both capable of generating 5j our gold-catalyzed protocol provided higher effectiveness and chemoselectivity permitting access to bifunctionalized products such as 6.14 Furthermore 3 can be prepared without competitive cyclization or oligomerization.15 Plan 5 Orthogonal reactivity of [Au] and [Pd] Having developed this method we sought to better understand the mechanism of the overall transformation. (researchassistantresume.com)
  • 2006 ) Reaction of alkenes with hydrogen-terminated and photooxidized silicon surfaces. (academictree.org)
  • Prior to our study, however, there was only one type of transition-metal-catalyzed [5 + 2] cycloaddition: the reaction between vinylcyclopropanes and alkenes, alkynes, or allenes. (degruyter.com)
  • Samarium(II) iodide-induced reductive cyclization of unactivated olefinic ketones. (wikipedia.org)
  • Inthe presence of diethylzinc as a stoichiometric reductant, substoichiometricquantities of an appropriate cobalt source catalyse diastereoselectivereductive aldol coupling reactions of a,b-unsaturated amides with ketones. (ignited.in)
  • Electrochemical redox reactions are readily scaled and can be more sustainable than competing strategies based on conventional redox reagents. (thieme-connect.de)
  • 2004 ) Reductive electrochemical cyclization of a photochromic 1,2-dithienylcyclopentene dication. (academictree.org)
  • The reaction proceeds via propargylic amines, which were converted to allenes by a sequential hydride transfer and β-elimination process. (organic-chemistry.org)
  • Reductive cleavage of phthalimides using hydrazine hydrate afforded the primary amines. (uni-regensburg.de)
  • N-Methyl-tert-butylamine as a secondary amine can undergo chemical reactions to form desired amines [4] and amides [5] . (georganics.sk)
  • They also select for dithiol type redox proteins, like Trx, based on kinetic reversibility and offer fast cyclization due to the preorganization by annelation (JACS 2021). (uni-muenchen.de)
  • Samarium(II) iodide is a reagent for carbon-carbon bond formation, for example in a Barbier reaction (similar to the Grignard reaction) between a ketone and an alkyl iodide to form a tertiary alcohol: R1I + R2COR3 → R1R2C(OH)R3 Typical reaction conditions use SmI2 in THF in the presence of catalytic NiI2. (wikipedia.org)
  • Samarium(II) iodide (SmI 2 , Kagan's reagent) has been widely used to forge challenging C-C bonds through reductive coupling reactions. (mdpi.com)
  • Reductive cleavage of a L-Pro-L-Trp dipeptide from the MalG nonribosomal peptide synthetase (NRPS) followed by reverse prenylation and a cascade of post-NRPS reactions culminates in an intramolecular [4+2] hetero-Diels-Alder (IMDA) cyclization to furnish the bicyclo[2.2.2]diazaoctane scaffold. (chemrxiv.org)
  • A one pot process for a Peterson allenation reaction of carbonyl compounds using (Z)-(1-lithio-1-alkenyl)trimethylsilanes is described. (organic-chemistry.org)
  • Thecobalt-catalysed alkylative aldol cyclisations of unsaturated amides with anappendant ketone were studied using a range of trialkylaluminium reagents.Investigations revealed that Co(acac)2·2H2O acts as an effective precatalystfor this transformation and the reaction provides hydroxylactam productscontaining three contiguous stereocentres with high levels ofdiastereoselection. (ignited.in)
  • The functional group transformation of bromo to azide by SN2 reaction and subsequent reduction to amine furnished the key intermediate having tetrahydrofuran and amine functionality. (uni-regensburg.de)
  • The Heck reaction of 2-iodobenzaldehyde acetal 4 and the subsequent Stetter reaction led to the ketone 7, which was reduced diastereoselectively to form the like-configured alcohol 8. (idexlab.com)
  • For the second fragment 4 , triol 9 was transformed into alkene 10 by Appel reaction and subsequent vinyl coupling. (organicchemistry.eu)
  • Subsequent Corey-Fuchs reaction gave the desired alkyne 16 , as a precursor for fragment 2 after stannylation. (organicchemistry.eu)
  • The organocatalyst and the aldehyde form an imine and a subsequent Diels-Alder reaction with the acetylene generates an enamine intermediate. (organic-chemistry.org)
  • Subsequent chapters demonstrate various reactions involving organic, organometallic, and biochemical reactants and catalysts. (dattanibookagency.in)
  • An intramolecular Diels-Alder (IMDA) reaction efficiently accelerated by Schreiner's thiourea is reported, to build a functionalized cytochalasin scaffold (periconiasin series) for biological purposes. (bvsalud.org)
  • Koreeda, M. 'Iodine-catalyzed Ferrier N- and C-Glycosylation Reactions' ITE Lett. (umich.edu)
  • The reaction of 1-alkynes with Cy 2 NH and paraformaldehyde mediated by CuI (0.5 equiv) in refluxing dioxane produces terminal allenes in much higher yields than previously reported protocols and many functional groups such as mesylate, hydroxyl group, ether, amide, etc. are tolerated. (organic-chemistry.org)
  • In particular, radical cross-coupling reactions exploiting SmI 2 -induced selective generation of aminoketyl radicals have emerged as concise and efficient methods for constructing 2-azabicycles, pyrrolidines and complex polycyclic barbiturates. (mdpi.com)
  • Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions. (acs.org)
  • Domino-processes between palladium-catalyzed cross-coupling reactions - Heck-reaction and Enyne-Cycloisomerization - followed by Diels-Alder-reactions have been studied. (uni-goettingen.de)
  • a] Starting from 5:1 E:Z crotyl bromide The orthogonality of this method to traditional cross-coupling reactions allows the chemoselective preparation of polyfunctionalized AVL-292 products (Plan 5). (researchassistantresume.com)
  • To get to the key cyclisation precursor, a process of carbonylating the C-2 position by lithiation and addition of DMF, followed by a Horner-Wadsworth-Emmons olefination provided the required diene. (organic-chemistry.org)
  • Knowledge of physical chemistry is essential for achieving successful chemical reactions in organic chemistry. (dattanibookagency.in)
  • 3,5,6-Trifluoro-2-pyridone effectively catalyses interrupted Passerini reaction of 3-(2- isocyanoethyl)-indole as a bifunctional catalyst. (kanagawa-u.ac.jp)
  • His group develops rules to understand reactivity, computationally models complex organic reactions, and experimentally tests the predictions of theory. (dattanibookagency.in)
  • Studies indicate that the pathway involves (i) the formation of indole radical anions followed by fragmentation of the indole C2-N bond, and (ii) a ring-closing reaction that follows a potassium-ion dependent hydrogen atom transfer step. (strath.ac.uk)
  • [6] It was used in a new approach to pyrrolo[3,4-b]indole ring system via tri-n-butyltin hydride induced 1,5-radical translocation and 5-endo-trig cyclization of carboxamide formed from 3-trifluoroacetylindole and N-methyl-tert-butylamine. (georganics.sk)
  • The use of an amine such as bipyridine or 2,6-lutidine as additive results in an increase of the overall reaction rate. (edu.hk)
  • This reaction provides quick access to products with substitution at N1 and C2. (acs.org)
  • The inorganic antineoplastic drug cisplatin was made to react in solution with the dipeptide cysteinylglycine (CysGly), chosen as a functional model of glutathione, and the reaction products were analyzed using electrospray ionization mass spectrometry (ESI-MS). Selected complexes, i.e., the primary substitution product cis-[PtCl(NH3)2(CysGly)]+ and the chelate cis-[PtCl(NH3)(CysGly)]+, were submitted to IR multiple photon dissociation (IRMPD) spectroscopy obtaining their vibrational features. (bvsalud.org)
  • Organic Reactions® is a comprehensive reference work that contains authoritative, critical reviews of many important synthetic reactions. (organicreactions.org)
  • Donkers RL, Stringle DLB, Workentin MS. ( 2001 ) 7 Reaction mechanisms. (academictree.org)
  • 2001 ) ChemInform Abstract: Reaction Mechanisms. (academictree.org)
  • 2000 ) 9 Reaction mechanisms Annual Reports Section "B" (Organic Chemistry) . (academictree.org)
  • Rigorous yet straightforward chapters first examine chemical equilibria, thermodynamics, reaction rates and mechanisms, and molecular orbital theory, providing readers with a strong foundation in physical organic chemistry. (dattanibookagency.in)
  • Crystal structures of substrate and product complexes together with site-directed mutagenesis and molecular dynamics simulations demonstrated how MalC and PhqE, its homolog from the paraherquamide pathway, catalyze diastereo- and enantioselective cyclization in the construction of this important class of secondary metabolites. (chemrxiv.org)
  • Lewis acid intramolecular cyclisation is involved as a key step. (bl.uk)
  • Both tungsten compounds are formed by reaction of water and oxygen with the acetylene complex PPh 4 [WCl 5 (Ph - C ≡ C - C (Br) = C(Br) -Ph)] in CH 2 Cl 2 solutions, and in the presence of PPh 4 Cl. (degruyter.com)
  • The substrate scope of the reaction was explored andattempts were made to develop an asymmetric variant of this process. (ignited.in)
  • N-Methyl-tert-butylamine can be prepared by reductive N-methylation of tert-butylamine with carbon dioxide and diphenylsilane catalysed with caesium carbonate via initially formed t-butylformamide. (georganics.sk)
  • The utilization of light to induce or accelerate a chemical reaction is undoubtedly one of the most promising and sustainable fields in modern organic chemistry. (beilstein-journals.org)
  • Part (iv) Radical and radical ion reactions Annual Reports Section "B" (Organic Chemistry) . (academictree.org)
  • Reaction Chemistry & Engineering , 5 (4), 712-718. (southampton.ac.uk)
  • Organic Chemistry provides the methods, models, and tools necessary to fully comprehend organic reactions. (dattanibookagency.in)
  • Mg(GeMe 3 ) 2 · 2 DME is synthesized by reaction of Hg(GeMe 3 ) 2 with magnesium in 1 ,2 -- dimethoxyethane. (degruyter.com)