• Thus the boiling point of amines is higher than those for the corresponding phosphines, but generally lower than the corresponding alcohols . (newworldencyclopedia.org)
  • Alcohols, or alkanols, resemble amines but feature an -OH group in place of NR 2 . (newworldencyclopedia.org)
  • A highly active Mn(I) pincer catalyst enables an atom-economic and highly efficient N-alkylation of amines with alcohols utilizing the borrowing hydrogen methodology. (organic-chemistry.org)
  • A broad range of anilines and more challenging aliphatic amines were alkylated with primary and secondary alcohols. (organic-chemistry.org)
  • Well-defined Co(II) complexes stabilized by a PCP ligand catalyze efficient alkylations of aromatic amines by primary alcohols into mono- N -alkylated amines in very good yields. (organic-chemistry.org)
  • Commercially available [(PPh 3 ) 2 NiCl 2 ] is an efficient catalyst for the mono- N -alkylation of (hetero)aromatic amines, employing alcohols to deliver diverse secondary amines in excellent yields via the borrowing hydrogen strategy. (organic-chemistry.org)
  • Imines and secondary amines were synthesized selectively by a Pd-catalyzed one-pot reaction of benzyl alcohols with primary amines. (organic-chemistry.org)
  • The reactions did not require any additives and were effective for a wide range of alcohols and amines. (organic-chemistry.org)
  • The addition of 4 molecular sieves enables an efficient cobalt(II)-catalyzed N-alkylation of both aromatic and aliphatic amines with alcohols with high chemoselectivity (amines vs imines). (organic-chemistry.org)
  • A monobenzylation of aromatic amines with benzylic alcohols in good yields proceeds under MW conditions in the presence of SmI 2 as a catalyst with the generation of water as the sole byproduct. (organic-chemistry.org)
  • A protocol for the dehydrative amination of alcohols in water using a water-soluble calix[4]resorcinarene sulfonic acid as a reusable multifunctional catalyst allows an environmentally benign synthesis of benzylic and allylic amines. (organic-chemistry.org)
  • A catalytic amount of manganese dioxide and solvent-free conditions under air enabled a practical and efficient N -alkylation method for a variety of sulfonamides and amines using alcohols as green alkylating reagents. (organic-chemistry.org)
  • Tri without fail: The highly diastereoselective addition of vinylaluminum reagents, generated in situ from the zirconium-catalyzed carboalumination of various alkynes and Me 3 Al, to the easily accessible (2S,5R,6R)-5,6-dimethyl-[1,4]dioxane-2-carbaldehyde (1 b) afforded the corresponding trisubstituted allylic alcohols, and a subsequent Overman reaction yielded allylic amines that contain chiral quaternary carbon stereocenters. (ntnu.edu.tw)
  • Gopula, B , Lee, WZ & Wu, HL 2013, ' Preparation of chiral α-substituted alaninates through an efficient diastereoselective synthesis of trisubstituted allylic alcohols ', Chemistry - An Asian Journal , vol. 8, no. 1, pp. 80-83. (ntnu.edu.tw)
  • Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. (edu.hk)
  • The synthetic route includes a pd-catalyzed monoallylation step of amines with substituted allylic alcohols that proceeds to yield the monoallylated products in moderate to excellent yields. (solusindorent.co.id)
  • The log kH vs C-H BDE plot shows two distinct EP relationships, one for substrates bearing benzylic and allylic C-H bonds (unsaturated group) and the other one, with a steeper slope, for saturated hydrocarbons, alcohols, ethers, diols, amines and carbamates (saturated group), in line with the bimodal behavior observed previously in theoretical studies of reactions promoted by other HAT reagents. (chemrxiv.org)
  • This process allows for the divergent synthesis of 1,3- X , N -heterocycles through a regioselective allylic C-H cleavage and π-allylpalladium formation. (figshare.com)
  • subsequent hydrolysis (in the case of using phthalimide, see Gabriel Synthesis ) or selective reduction (in the case of azide formation, see Staudinger Reaction ) makes the corresponding amines accessible. (organic-chemistry.org)
  • These methods permit the atom economic synthesis of valuable branched allylic amine and nitrone derivatives. (hut-verlag.de)
  • The asymmetric synthesis of branched allylic nitrones instead of oxime ethers was obtained in good to almost quantitative yields and excellent enantioselectivities. (hut-verlag.de)
  • A metagenomics approach for new biocatalyst discovery: application to transaminases and the synthesis of allylic amines. (ucl.ac.uk)
  • We developed a novel synthetic method of a chiral cyclohexenyl amine derivative having an aryl group at the 2-posotion by palladium catalyst for the synthesis of (-)-mesembrine. (heterocycles.jp)
  • The progress of the synthesis of a chiral cyclohexenyl amine derivative having the substituent at the 2-position was described. (heterocycles.jp)
  • F. A. Hicks, Berk, S. C. , and Buchwald, S. L. " A Practical Titanium-Catalyzed Synthesis of Bicyclic Cyclopentenones and Allylic Amines " , J. Org. (mit.edu)
  • A method for the synthesis of novel fused tricyclic tetrazoles from allylic bromides generated by the recently discovered DiazAll reaction has been developed. (lu.se)
  • Structural resemblance with substances which possess important pharmacological properties motivated the synthesis of a series of ketones and a small library of amines. (lu.se)
  • The synthesis of such carbodiimides was explored through new synthetic methodologies for the dehydration of ureas and desulfurization of isothioureas and the carbodiimides were used in a series of intermolecular rearrangements with the strained, tertiary, allylic, amine. (uvm.edu)
  • 3) Synthesis of enantioenriched allylic amines Finally, the NCS-meditated amination/[2,3]-sigmatropic rearrangement of enantioenriched allylic selenides, utilising a range of amino acid derived and aryl amine nucleophiles, is used to access a wide range of novel vinyl glycine derived unnatural peptides and peptidomimetic products. (ndltd.org)
  • Comprehensive mechanistic studies reveal that the reason behind this unique time-dependent enantiodivergent synthesis phenomenon is that the same chiral Ir-catalyst promotes sequential kinetic resolution of allylic precursors and amination products with amine nucleophiles and the solvent methanol as the reaction partner, respectively. (springernature.com)
  • This method provides access to a broad range of chiral α-branched primary amines and linear primary amines. (organic-chemistry.org)
  • Rhodium-catalyzed hydroamination of allenes with benzophenone imine as ammonia carrier furnished α-chiral primary allylic amines followed by simple hydrolysis and amine protection strategy. (hut-verlag.de)
  • Furthermore, the chiral allylic nitrone was subjected to 1,3-dipolar cycloaddition highlighting the synthetic potential of these building blocks. (hut-verlag.de)
  • The chiral cyclohexenyl amine derivative having the sylyloxymethyl group at the 2-position was synthesized using the palladium catalyst. (heterocycles.jp)
  • Enamines, formed from the corresponding carbonyl compounds and appropriate chiral amine catalysts, can be oxidized to radical cation species. (rsc.org)
  • Chapter V is about a new chiral amine-catalyzed C4' α-aminomethyl-ation of furanoside and nucleoside derived C5' aldehydes. (miun.se)
  • Investigations into electrophilic cyclization looked to overcome this phenomenon by introducing a known chiral center α to an amine where a protecting group, sulfonamide, is added to increase the torsional and allylic strain in the molecules. (usm.edu)
  • Pd-Catalyzed intramolecular allylic C-H amination of 1,1-disubstituted alkenyl amines with various allylic tethers (X = O, NMs, CH 2 ) was developed. (figshare.com)
  • Particularly noteworthy is the use of substrates containing a labile allylic moiety and new simple catalytic systems capable of promoting highly chemo- and regioselective allylic C-H amination by overcoming significant challenges. (figshare.com)
  • More specifically, in the Ir-catalyzed asymmetric allylic amination reactions with the Carreira phosphoramidite ligand [in ( S ) configuration] as the only chirality source, the target allylic amination products are isolated as the ( R )-isomers when the reactions are quenched at 5~10 min, but as the ( S )-isomers when the reactions are quenched at 8~11 h. (springernature.com)
  • The appropriate permutation of the four individual reaction rates (those of two enantiomers of the allylic precursors and two enantiomers of the allylic amination products) guarantees the isolation of each enantiomer of the allylic amination products in a highly enantioenriched form at different reaction time. (springernature.com)
  • A Chan-Lam coupling reaction of benzylic and allylic boronic esters with primary and secondary anilines provides valuable alkyl amine products. (organic-chemistry.org)
  • Secondary amines have two organic substituents bound to N together with one H. In tertiary amines all three hydrogen atoms are replaced by organic substituents. (newworldencyclopedia.org)
  • A microwave-promoted transformation of various primary amines into corresponding molecules showing allylic tertiary amines or N-substituted 2,5-dihydropyrrole structures, is reported. (eurekaselect.com)
  • They show that asymmetric singly occupied molecular orbital (SOMO) catalysis is a useful tool for enantioselective allylic alkylation, enolation, arylation, carbo-oxidation, vinylation, alkynylation, or intermolecular alkylation of carbonyl compounds, predominantly aldehydes. (rsc.org)
  • Chapter IV illustrates a new enantioselective allylic alkylation of acetonide protected trioses and furanosides by merging enamine catalysis with transition metal catalysis. (miun.se)
  • An efficient, metal and base-free, chemoselective reaction of boronic acids with cyanamidyl/arylcyanamidyl radicals provides primary aryl-, heteroaryl-, and alkyl amines at ambient temperature within 1 h. (organic-chemistry.org)
  • This study led to the development of a formal allylic C-H functionalization reaction under mild reagent-free conditions. (uic.edu)
  • In Chapter 3, the competition between Alder-ene reaction and addition reaction to arynes were investigated with functionalized alkenes having highly polar functional groups like amines, carboxylic acids and unsaturated aldehydes. (uic.edu)
  • Structurally amines resemble ammonia , wherein one or more hydrogen atoms are replaced by organic substituents such as alkyl and aryl groups. (newworldencyclopedia.org)
  • In the first example, we developed an intermolecular anti-Markovnikov hydroamination of 1,3-dienes to form homoallylic amines. (escholarship.org)
  • The compatible amine nucleophiles include 6- or 8-hydroxylisoquinolines and a series of aniline derivatives. (springernature.com)
  • The use of 1,2-benzisoxazole as a practical electrophilic primary amine source enables a mild and general copper-hydride-catalyzed hydroamination of alkenes and alkynes to form primary amines. (organic-chemistry.org)
  • Interestingly, the presence of an amine group strongly increases the reactivity of the aromatic ring, due to an electron-donating effect. (newworldencyclopedia.org)
  • Knowledge that the allylic strain of the sulfonamide affects the substituent α to the moiety lead investigations to understanding the reactivity of the nitrogen bound to the protecting group. (usm.edu)
  • Mechanistic studies highlight the importance of the carboxylic acid additive for achieving reactivity between the Rh catalyst and the amine nucleophile.In the second example, we developed a divergent hydrothiolation of cyclopropenes. (escholarship.org)
  • An important exception to this rule is that compounds of the type RC(O)NR 2 , where the C(O) refers to a carbonyl group, are called amides rather than amines. (newworldencyclopedia.org)
  • Amides and amines have different structures and properties, so the distinction is chemically important. (newworldencyclopedia.org)
  • Somewhat confusing is the fact that amines in which an N-H group has been replaced by an N-M group (M = metal) are also called amides. (newworldencyclopedia.org)
  • 2022 ) Mechanistic dichotomy in the solvent dependent access to -allylic amines decarboxylative vinylation of amino acids. (academictree.org)
  • A bulky primary amine co-catalyst was used to selectively racemize the aldehyde starting material over epimerizing the cyclopentanone product. (escholarship.org)
  • Depending on the choice of bisphosphine ligand on the Rh-H catalyst, either direct hydrothiolation occurs to from cyclopropyl sulfide products, or ring-opening of the cyclopropenes occurs to form allylic sulfide products. (escholarship.org)
  • The C-ring was constructed using palladium-catalyzed allylic oxidation. (heterocycles.jp)
  • Next, the addition of thiol amine leads to the construction of bicyclic lactams via a imine/N,S-acetal formation/lactamization cascade sequence. (miun.se)
  • Tertiary, allylic, amines nucleophilically add to the carbon of a heterocumulene (isocyanate, isothiocyanate, or carbodiimide) to generate a zwitterion which then undergoes [3,3]-sigmatropic rearrangement. (uvm.edu)
  • Strong and hindered bases mostly give E2 with allylic systems, deprotonating the carbon located in position 4 with respect to the leaving group. (quimicaorganica.org)