Carbonyl Compounds' Journey to Amide Bond Formation.

The formation of amide bonds is one of the most stimulating emerging areas in organic and medicinal chemistry. Amides are recognized as central building blocks in a plethora of interesting pharmaceuticals, proteins, peptides, polymers, natural products, functional materials, and biologically relevant carbocyclic or heterocyclic molecules, and they are also found in a variety of industrial fields. Therefore, a review of recent developments and challenges in the formation of amide bonds from carbonyl compounds is particularly important. Herein, we have scrutinized a range of metal-catalyzed and metal-free approaches for the synthesis of amides from aldehydes, ketones, and oximes. In addition, this Minireview highlights relevant mechanistic studies, as well as the potential applications of these methods in the synthesis of candidate drug molecules. We hope that the data compiled herein will encourage further progress in this notable area of chemistry research.

[1]  V. Rao,et al.  Importance of Baylis-Hillman adducts in modern drug discovery , 2018 .

[2]  H. Sundén,et al.  Oxidative organocatalytic chemoselective N-acylation of heterocycles with aromatic and conjugated aldehydes. , 2018, Chemical communications.

[3]  T. Senthamarai,et al.  Stable and reusable nanoscale Fe2O3-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides , 2018 .

[4]  S. Adimurthy,et al.  I2-Catalyzed Oxidative Amidation of Benzylamines and Benzyl Cyanides under Mild Conditions. , 2017, The Journal of organic chemistry.

[5]  K. B. Rasal,et al.  Oxidative amidation of benzaldehydes and benzylamines with N-substituted formamides over a Co/Al hydrotalcite-derived catalyst , 2017 .

[6]  E. Tojo,et al.  A new procedure to obtain ε-caprolactam catalyzed by a guanidinium salt , 2017 .

[7]  N. Leadbeater,et al.  Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis. , 2017, Organic & biomolecular chemistry.

[8]  D. Usanov,et al.  Dichotomy of Atom-Economical Hydrogen-Free Reductive Amidation vs Exhaustive Reductive Amination. , 2017, Organic letters.

[9]  Haojie Ma,et al.  Copper-catalyzed transformation of ketones to amides via C(CO)-C(alkyl) bond cleavage directed by picolinamide. , 2017, Organic & biomolecular chemistry.

[10]  Vikas Kumar,et al.  Direct, efficient NHC-catalysed aldehyde oxidative amidation: in situ formed benzils as unconventional acylating agents. , 2017, Chemical communications.

[11]  Jeh-Jeng Wang,et al.  Efficient Approach to Amide Bond Formation with Nitriles and Peroxides: One-Pot Access to Boronated β-Ketoamides , 2017 .

[12]  N. Babu,et al.  An efficient catalyst-free one-pot synthesis of primary amides from the aldehydes of the Baylis–Hillman reaction , 2017 .

[13]  Jianquan Liu,et al.  Copper-catalyzed synthesis of arylcarboxamides from aldehydes and isocyanides: the isocyano group as an N1 synthon. , 2017, Organic & biomolecular chemistry.

[14]  Yameng Wan,et al.  Hypervalent Iodine(III)-Promoted Phenyl Transfer Reaction from Phenyl Hydrazides to Nitriles. , 2017, The Journal of organic chemistry.

[15]  jin-quan yu,et al.  Palladium-Catalyzed Transformations of Alkyl C-H Bonds. , 2017, Chemical reviews.

[16]  N. Garg,et al.  Nickel-catalyzed transamidation of aliphatic amide derivatives† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7sc01980g , 2017, Chemical science.

[17]  M. S. Maji,et al.  Cp*RhIII‐Catalyzed Directed Amidation of Aldehydes with Anthranils , 2017 .

[18]  Huaiyuan Zhang,et al.  Synthesis of N-acetoxy-N-arylamides via diacetoxyiodobenzene promoted double acylation reaction of hydroxylamines with aldehydes. , 2017, Organic & biomolecular chemistry.

[19]  Xiang Liu,et al.  Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions. , 2017, The Journal of organic chemistry.

[20]  Hui Yu,et al.  Charge-Transfer Complex Promoted C-N Bond Activation for Ni-Catalyzed Carbonylation. , 2017, Organic letters.

[21]  A. Beatriz,et al.  N-Acetylation of Aromatic Amines by the Soil Fungus Aspergillus japonicus (UFMS 48.136) , 2017 .

[22]  K. Vanka,et al.  DBU-Mediated Diastereoselective Aldol-Type Cyanomethylation of Isatins. , 2017, The Journal of organic chemistry.

[23]  Xingang Zhang,et al.  Visible-Light-Promoted Tandem Difluoroalkylation-Amidation: Access to Difluorooxindoles from Free Anilines. , 2017, The Journal of organic chemistry.

[24]  N. Leadbeater,et al.  Accessing N-Acyl Azoles via Oxoammonium Salt-Mediated Oxidative Amidation. , 2017, Organic letters.

[25]  Q. Song,et al.  Copper/B2pin2-catalyzed C-H difluoroacetylation-cycloamidation of anilines leading to the formation of 3,3-difluoro-2-oxindoles. , 2017, Chemical communications.

[26]  A. Ghosh,et al.  Facile synthesis of N-acyl 2-aminobenzothiazoles by NHC-catalyzed direct oxidative amidation of aldehydes. , 2017, Chemical communications.

[27]  D. Gamba‐Sánchez,et al.  Recent Developments in Amide Synthesis Using Nonactivated Starting Materials. , 2016, The Journal of organic chemistry.

[28]  R. Yuan,et al.  Microwave-assisted heteropolyanion-based ionic liquid promoted sustainable protocol to N-heteroaryl amides via N-directing dual catalyzed oxidative amidation of aldehydes , 2016 .

[29]  Trang T. Nguyen,et al.  Rhodium-Catalyzed Oxidative Amidation of Sterically Hindered Aldehydes and Alcohols , 2016 .

[30]  J. Campagne,et al.  Nonclassical Routes for Amide Bond Formation. , 2016, Chemical reviews.

[31]  M. Fuchter,et al.  Direct NHC-catalysed redox amidation using CO2 for traceless masking of amine nucleophiles. , 2016, Chemical communications.

[32]  V. Sridharan,et al.  Metal-free oxidative amidation of aldehydes with aminopyridines employing aqueous hydrogen peroxide. , 2016, Organic & biomolecular chemistry.

[33]  Jianliang Xiao,et al.  BODIPY catalyzed amide synthesis promoted by BHT and air under visible light. , 2016, Organic & biomolecular chemistry.

[34]  Pengbo Bai,et al.  Cascade C-H Functionalization/Amidation Reaction for Synthesis of Azepinone Derivatives. , 2016, Organic letters.

[35]  Y. Hayashi,et al.  Sterically Demanding Oxidative Amidation of α‐Substituted Malononitriles with Amines Using O2 , 2016, Angewandte Chemie.

[36]  F. Verpoort,et al.  Atom-economic dehydrogenative amide synthesis via ruthenium catalysis , 2016 .

[37]  Gangguo Zhu,et al.  Copper-Catalyzed Trifluoromethylation of Alkenes with Redox-Neutral Remote Amidation of Aldehydes. , 2016, Organic letters.

[38]  C. Kokotos,et al.  One-Pot Amide Bond Formation from Aldehydes and Amines via a Photoorganocatalytic Activation of Aldehydes. , 2016, The Journal of organic chemistry.

[39]  Weiqi Wang,et al.  [bmIm]OH-catalyzed amidation of azides and aldehydes: an efficient route to amides , 2016 .

[40]  Xinju Zhu,et al.  Highly efficient synthesis of primary amides via aldoximes rearrangement in water under air atmosphere catalyzed by an ionic ruthenium pincer complex , 2016 .

[41]  Suojiang Zhang,et al.  Cobalt‐Catalyzed Dehydrogenative Coupling of Alcohols/Aldehydes and Amines: An Important Role for Imine Hydration , 2016 .

[42]  Yiyang Ma,et al.  Copper-catalyzed and iodide-promoted aerobic C–C bond cleavage/C–N bond formation toward the synthesis of amides , 2016 .

[43]  Chin‐Fa Lee,et al.  CuCl/TBHP catalyzed synthesis of amides from aldehydes and amines in water , 2016 .

[44]  R. Yuan,et al.  Direct oxidative amidation of aldehydes with amines catalyzed by heteropolyanion-based ionic liquids under solvent-free conditions via a dual-catalysis process. , 2016, Organic & biomolecular chemistry.

[45]  Kami L. Hull,et al.  Rhodium-catalyzed oxidative amidation of allylic alcohols and aldehydes: effective conversion of amines and anilines into amides† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc03103f , 2015, Chemical science.

[46]  Yang Zhang,et al.  Base-catalyzed synthesis of aryl amides from aryl azides and aldehydes† †Electronic supplementary information (ESI) available: Descriptions of experiments and characterization data. See DOI: 10.1039/c5sc03510d , 2015, Chemical science.

[47]  P. Mal,et al.  Transformation of Contact‐Explosives Primary Amines and Iodine(III) into a Successful Chemical Reaction under Solvent‐Free Ball Milling Conditions , 2015 .

[48]  V. Cadierno,et al.  Catalytic Rearrangement of Aldoximes to Primary Amides in Environmentally Friendly Media under Thermal and Microwave Heating: Another Application of the Bis(allyl)-Ruthenium(IV) Dimer [{RuCl(μ-Cl)(η3:η3-C10H16)}2] , 2015 .

[49]  Shengjue Deng,et al.  Catalyst-free amidation of aldehyde with amine under mild conditions , 2015 .

[50]  Om P. S. Patel,et al.  Copper-catalyzed highly efficient oxidative amidation of aldehydes with 2-aminopyridines in an aqueous micellar system , 2015 .

[51]  Q. Song,et al.  Cu-catalyzed aerobic oxidative amidation of aryl alkyl ketones with azoles to afford tertiary amides via selective C–C bond cleavage , 2015 .

[52]  C. U. Maheswari,et al.  N‐Heterocyclic Carbene‐Catalyzed Oxidative Amidation of Aldehydes with Amines , 2015 .

[53]  Mingdi Yan,et al.  N,N-diethylurea-catalyzed amidation between electron-deficient aryl azides and phenylacetaldehydes. , 2015, Organic letters.

[54]  Y. Nelyubina,et al.  Ruthenium-catalyzed reductive amination without an external hydrogen source. , 2015, Organic letters.

[55]  Yingwei Li,et al.  Easy Access to Amides through Aldehydic C–H Bond Functionalization Catalyzed by Heterogeneous Co-Based Catalysts , 2015 .

[56]  P. Mal,et al.  Radical-Induced Metal and Solvent-Free Cross-Coupling Using TBAI-TBHP: Oxidative Amidation of Aldehydes and Alcohols with N-Chloramines via C-H Activation. , 2015, The Journal of organic chemistry.

[57]  R. Luque,et al.  Efficient and selective copper-grafted nanoporous silica in aqueous conversion of aldehydes to amides , 2015 .

[58]  T. Wirth,et al.  High-Temperature Synthesis of Amides from Alcohols or Aldehydes by Using Flow Chemistry , 2014 .

[59]  M. Mąkosza,et al.  Direct Conversion of Aromatic Aldehydes into Benzamides via Oxidation with Potassium Permanganate in Liquid Ammonia , 2014 .

[60]  D. Leow Phenazinium salt-catalyzed aerobic oxidative amidation of aromatic aldehydes. , 2014, Organic letters.

[61]  S. Bharate,et al.  Facile access to amides and hydroxamic acids directly from nitroarenes. , 2014, Organic & biomolecular chemistry.

[62]  N. Jiao,et al.  Recent advances in transition-metal-catalyzed functionalization of unstrained carbon-carbon bonds. , 2014, Chemical reviews.

[63]  N. Yan,et al.  Acid-free regioselective aminocarbonylation of alkenes. , 2014, Chemical communications.

[64]  N. Jiao,et al.  Copper-catalyzed aerobic oxidative C-C bond cleavage for C-N bond formation: from ketones to amides. , 2014, Angewandte Chemie.

[65]  Wei Wang,et al.  Transition metal-free synthesis of primary amides from aldehydes and hydroxylamine hydrochloride , 2014 .

[66]  L. Wojtas,et al.  Selective Radical Amination of Aldehydic C(sp2)-H Bonds with Fluoroaryl Azides via Co(II)-Based Metalloradical Catalysis: Synthesis of N-Fluoroaryl Amides from Aldehydes under Neutral and Nonoxidative Conditions. , 2014, Chemical science.

[67]  A. Vavasori,et al.  One-pot oximation–Beckmann rearrangement of ketones and aldehydes to amides of industrial interest: Acetanilide, caprolactam and acetaminophen , 2014 .

[68]  Helena Lundberg,et al.  Catalytic amide formation from non-activated carboxylic acids and amines. , 2014, Chemical Society reviews.

[69]  Somayeh Mohammadi,et al.  Chitosan supported ionic liquid: a recyclable wet and dry catalyst for the direct conversion of aldehydes into nitriles and amides under mild conditions , 2014 .

[70]  Feng Li,et al.  Rearrangement of aldoximes to amides in water under air atmosphere catalyzed by water-soluble iridium complex [Cp*Ir(H2O)3][OTf]2 , 2014 .

[71]  Xiao‐Qi Yu,et al.  Et4NI-catalyzed amidation of aldehydes and alcohols with ammonium salts. , 2014, Organic & biomolecular chemistry.

[72]  P. Viswanathamurthi,et al.  Ruthenium(II) complexes of hybrid 8-hydroxyquinoline-thiosemicarbazone ligands: synthesis, characterization and catalytic applications , 2014 .

[73]  J. Nagarkar,et al.  Choline chloride based eutectic solvent: an efficient and reusable solvent system for the synthesis of primary amides from aldehydes and from nitriles , 2014 .

[74]  M. Beller,et al.  Nanoscale Fe2O3-Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines , 2013, Science.

[75]  Sizhuo Yang,et al.  Copper-catalyzed dehydrogenative reaction: synthesis of amide from aldehydes and aminopyridine , 2013 .

[76]  Yuanchao Li,et al.  Rhodium-catalyzed synthesis of amides from aldehydes and azides by chelation-assisted C-H bond activation. , 2013, Chemistry.

[77]  V. Cadierno,et al.  Ruthenium-catalyzed one-pot synthesis of primary amides from aldehydes in water , 2013 .

[78]  James Burnley,et al.  A catalytic and tert-butoxide ion-mediated amidation of aldehydes with para-nitro azides. , 2013, Chemical communications.

[79]  Xiao‐Feng Wu,et al.  Zinc(II)-catalyzed oxidative amidation of arylaldehydes with alkylamines under solvent-free conditions , 2013 .

[80]  L. Qu,et al.  nBu4NI-catalyzed unexpected amide bond formation between aldehydes and aromatic tertiary amines3 , 2013 .

[81]  Sameer S. Kulkarni,et al.  A simple base-mediated amidation of aldehydes with azides. , 2013, Chemical communications.

[82]  Zhiping Li,et al.  Iron-catalyzed oxidative amidation of tertiary amines with aldehydes. , 2013, Chemistry.

[83]  C. Barbas,et al.  Organocatalytic amidation and esterification of aldehydes with activating reagents by a cross-coupling strategy. , 2012, Angewandte Chemie.

[84]  S. Roy,et al.  Metal-catalyzed amidation , 2012 .

[85]  L. D. Luca,et al.  Iron‐Catalyzed Amidation of Aldehydes with N‐Chloroamines , 2012 .

[86]  Ken-Ichi Fujita,et al.  Aerobic oxidative amidation of aromatic and cinnamic aldehydes with secondary amines by CuI/2-pyridonate catalytic system. , 2012, The Journal of organic chemistry.

[87]  G. Giacomelli,et al.  One-pot synthesis of amides from aldehydes and amines via C-H bond activation. , 2012, Organic letters.

[88]  Dang Thanh Tuan,et al.  Copper-catalyzed oxidative amidation of aldehydes with amine salts: synthesis of primary, secondary, and tertiary amides. , 2012, The Journal of organic chemistry.

[89]  J. Borge,et al.  Ruthenium-Catalyzed Rearrangement of Aldoximes to Primary Amides in Water , 2012 .

[90]  M. Yus,et al.  Copper(II) acetate-catalyzed one-pot conversion of aldehydes into primary amides through a Beckmann-type rearrangement , 2012 .

[91]  B. B. Mishra,et al.  Diacetoxyiodobenzene mediated one-pot synthesis of diverse carboxamides from aldehydes. , 2012, Organic letters.

[92]  C. Chai,et al.  Iron-Catalyzed Efficient Synthesis of Amides from Aldehydes and Amine Hydrochloride Salts , 2012 .

[93]  R. Ramesh,et al.  Ruthenium(II) carbonyl complexes containing benzhydrazone ligands: synthesis, structure and facile one-pot conversion of aldehydes to amides , 2012 .

[94]  R. Ramesh,et al.  Ruthenium(II) NNO pincer type catalyst for the conversion of aldehydes to amides , 2012 .

[95]  Klavs F. Jensen,et al.  Direct oxidative amidation of aromatic aldehydes using aqueous hydrogen peroxide in continuous flow microreactor systems , 2012 .

[96]  H. Neumann,et al.  Efficient copper(II)-catalyzed transamidation of non-activated primary carboxamides and ureas with amines. , 2012, Angewandte Chemie.

[97]  M. Wong,et al.  Gold-catalyzed amide synthesis from aldehydes and amines in aqueous medium. , 2012, Chemical communications.

[98]  X. Wan,et al.  Cross coupling of acyl and aminyl radicals: direct synthesis of amides catalyzed by Bu4NI with TBHP as an oxidant. , 2012, Angewandte Chemie.

[99]  N. Ganguly,et al.  An efficient copper(II)-catalyzed direct access to primary amides from aldehydes under neat conditions , 2012 .

[100]  L. Velasco,et al.  One-pot stibine modified Co2(CO)8 catalyzed reductive N-alkylation of primary amides with carbonyl compounds , 2012 .

[101]  C. Allen,et al.  Direct amide formation from unactivated carboxylic acids and amines. , 2012, Chemical communications.

[102]  C. Chai,et al.  Atmospheric pressure aminocarbonylation of aryl iodides using palladium nanoparticles supported on MOF-5. , 2012, Chemical communications.

[103]  K. Shimizu,et al.  Transamidation of amides with amines under solvent-free conditions using a CeO2 catalyst , 2012 .

[104]  J. Bode,et al.  Rethinking amide bond synthesis , 2011, Nature.

[105]  U. Pathak,et al.  Hydrogen peroxide mediated efficient amidation and esterification of aldehydes: Scope and selectivity , 2011 .

[106]  Z. Shang,et al.  Metal-free synthesis of amides by oxidative amidation of aldehydes with amines in PEG/oxidant system , 2011 .

[107]  A. Singh,et al.  Bio-catalysts and catalysts based on ruthenium(II) polypyridyl complexes imparting diphenyl-(2-pyridyl)-phosphine as a co-ligand , 2011 .

[108]  A. Lapkin,et al.  Copper-catalyzed rearrangement of oximes into primary amides , 2011 .

[109]  Jonathan M. J. Williams,et al.  Metal-catalysed approaches to amide bond formation. , 2011, Chemical Society reviews.

[110]  Allan M Jordan,et al.  The medicinal chemist's toolbox: an analysis of reactions used in the pursuit of drug candidates. , 2011, Journal of medicinal chemistry.

[111]  D. Chakraborty,et al.  FeIII‐Catalyzed Synthesis of Primary Amides from Aldehydes , 2011 .

[112]  Soon Hyeok Hong,et al.  Oxidative amide synthesis directly from alcohols with amines. , 2011, Organic & biomolecular chemistry.

[113]  F. Bilodeau,et al.  NHC-catalyzed intramolecular redox amidation for the synthesis of functionalized lactams. , 2010, Organic letters.

[114]  C Liana Allen,et al.  Catalytic acylation of amines with aldehydes or aldoximes. , 2010, Organic letters.

[115]  S. Ghosh,et al.  Simple RuCl3-Catalyzed Amide Synthesis from Alcohols and Amines , 2010 .

[116]  S. Chill,et al.  Facile One-Pot Conversion of Aldehydes into Amides , 2010 .

[117]  C. Allen,et al.  Cost efficient synthesis of amides from oximes with indium or zinc catalysts , 2010 .

[118]  S. Ghosh,et al.  Direct amide synthesis from either alcohols or aldehydes with amines: activity of Ru(II) hydride and Ru(0) complexes. , 2010, The Journal of organic chemistry.

[119]  R. Crabtree,et al.  A simple Ru catalyst for the conversion of aldehydes or oximes to primary amides , 2010 .

[120]  A. Studer,et al.  Oxidative amidation and azidation of aldehydes by NHC catalysis. , 2010, Organic letters.

[121]  A. Whiting,et al.  The thermal and boron-catalysed direct amide formation reactions: mechanistically understudied yet important processes. , 2010, Chemical communications.

[122]  M. Taddei,et al.  Microwave-assisted carbonylation and cyclocarbonylation of aryl iodides under ligand free heterogeneous catalysis. , 2010, The Journal of organic chemistry.

[123]  T. Punniyamurthy,et al.  Palladium-Catalyzed One-Pot Conversion of Aldehydes to Amides , 2010 .

[124]  S. Nolan,et al.  Au/Ag-cocatalyzed aldoximes to amides rearrangement under solvent- and acid-free conditions. , 2010, The Journal of organic chemistry.

[125]  J. Terao,et al.  Palladium-catalyzed intermolecular addition of formamides to alkynes. , 2010, Journal of the American Chemical Society.

[126]  S. Chill,et al.  A Facile One-Pot Conversion of Aldehydes into Nitriles , 2009 .

[127]  A. Wu,et al.  Novel and direct transformation of methyl ketones or carbinols to primary amides by employing aqueous ammonia. , 2009, Organic letters.

[128]  Jinwoo Lee,et al.  Significant Self-Acceleration Effects of Nitrile Additives in the Rhodium-Catalyzed Conversion of Aldoximes to Amides: A New Mechanistic Aspect , 2009 .

[129]  Fan Xu,et al.  Anionic Bridged Bis(amidinate) Lithium Lanthanide Complexes: Efficient Bimetallic Catalysts for Mild Amidation of Aldehydes with Amines , 2009 .

[130]  A. Watson,et al.  Ruthenium-catalyzed oxidation of alcohols into amides. , 2009, Organic letters.

[131]  T. Hiyama,et al.  Hydrocarbamoylation of unsaturated bonds by nickel/Lewis-acid catalysis. , 2009, Journal of the American Chemical Society.

[132]  Yong Zhang,et al.  Heterobimetallic lanthanide/sodium phenoxides: efficient catalysts for amidation of aldehydes with amines. , 2009, The Journal of organic chemistry.

[133]  M. Bradley,et al.  Amide bond formation: beyond the myth of coupling reagents. , 2009, Chemical Society reviews.

[134]  R. Crabtree,et al.  Terpyridine Ruthenium-Catalyzed One-Pot Conversion of Aldehydes into Amides , 2009 .

[135]  R. Madsen,et al.  Amide synthesis from alcohols and amines by the extrusion of dihydrogen. , 2008, Journal of the American Chemical Society.

[136]  Yuyang Jiang,et al.  Highly efficient copper-catalyzed amidation of aldehydes by C-H activation. , 2008, Chemistry.

[137]  Yutaka Suto,et al.  Pd-catalyzed oxidative amidation of aldehydes with hydrogen peroxide , 2008 .

[138]  M. Kantam,et al.  Oxidative Amidation of Aldehydes and Alcohols with Primary Amines Catalyzed by KI‐TBHP , 2008 .

[139]  Jackie Y Ying,et al.  N-heterocyclic carbene (NHC)-catalyzed direct amidation of aldehydes with nitroso compounds. , 2008, Organic letters.

[140]  A. Whiting,et al.  Asymmetric direct amide synthesis by kinetic amine resolution: a chiral bifunctional aminoboronic acid catalyzed reaction between a racemic amine and an achiral carboxylic acid. , 2008, Angewandte Chemie.

[141]  Guan-Wu Wang,et al.  Direct oxidative amidation of aldehydes with anilines under mechanical milling conditions. , 2008, The Journal of organic chemistry.

[142]  J. Chang,et al.  Highly efficient ruthenium(II) porphyrin catalyzed amidation of aldehydes. , 2008, Angewandte Chemie.

[143]  T. Marks,et al.  Mild amidation of aldehydes with amines mediated by lanthanide catalysts. , 2008, Organic letters.

[144]  Joyce Wei Wei Chang and,et al.  Highly Efficient Ruthenium(II) Porphyrin Catalyzed Amidation of Aldehydes , 2007 .

[145]  S. Buchwald,et al.  Palladium-catalyzed aminocarbonylation of aryl chlorides at atmospheric pressure: the dual role of sodium phenoxide. , 2007, Angewandte Chemie.

[146]  J. Bode,et al.  N-Heterocyclic Carbene-Catalyzed Redox Amidations of α-Functionalized Aldehydes with Amines , 2007 .

[147]  T. Rovis,et al.  Nucleophilic carbene and HOAt relay catalysis in an amide bond coupling: an orthogonal peptide bond forming reaction. , 2007, Journal of the American Chemical Society.

[148]  David Milstein,et al.  Direct Synthesis of Amides from Alcohols and Amines with Liberation of H2 , 2007, Science.

[149]  Jonathan M. J. Williams,et al.  Highly efficient ruthenium-catalyzed oxime to amide rearrangement. , 2007, Organic letters.

[150]  C. Wolf,et al.  Metal-free one-pot oxidative amination of aldehydes to amides. , 2007, Organic letters.

[151]  N. Mizuno,et al.  A one-pot synthesis of primary amides from aldoximes or aldehydes in water in the presence of a supported rhodium catalyst. , 2007, Angewandte Chemie.

[152]  T. Jamison,et al.  Nickel-catalyzed synthesis of acrylamides from alpha-olefins and isocyanates. , 2007, Organic letters.

[153]  Jonathan M. J. Williams,et al.  Iridium-catalyzed conversion of alcohols into amides via oximes. , 2007, Organic letters.

[154]  A. Myers,et al.  Efficient transamidation of primary carboxamides by in situ activation with N,N-dialkylformamide dimethyl acetals. , 2006, Journal of the American Chemical Society.

[155]  H. Alper,et al.  Palladium-catalyzed regiospecific aminocarbonylation of alkynes in the ionic liquid [bmim][Tf2N]. , 2006, Organic letters.

[156]  Chao‐Jun Li,et al.  Highly efficient oxidative amidation of aldehydes with amine hydrochloride salts. , 2006, Journal of the American Chemical Society.

[157]  H. Sharghi,et al.  ZnO as a new catalyst for N-formylation of amines under solvent-free conditions. , 2006, The Journal of organic chemistry.

[158]  Gaosheng Yang,et al.  Cannizzaro-type disproportionation of aromatic aldehydes to amides and alcohols by using either a stoichiometric amount or a catalytic amount of lanthanide compounds. , 2006, The Journal of organic chemistry.

[159]  C. Montalbetti,et al.  Amide bond formation and peptide coupling , 2005 .

[160]  K. Ishihara,et al.  Synthesis of carboxamides by LDA-catalyzed Haller-Bauer and Cannizzaro reactions. , 2004, Organic letters.

[161]  Young-Ah Kim,et al.  Recent Development of Peptide Coupling Reagents in Organic Synthesis , 2004 .

[162]  D. Knapton,et al.  The Regio- and Stereoselective One-Pot Catalytic Preparation of β-Selenyl Acrylamides , 2004 .

[163]  C. Dong,et al.  Enantioselective cyclocarbonylation of 2-vinylanilines to six-membered ring lactams , 2004 .

[164]  Sukbok Chang,et al.  Rh-catalyzed one-pot and practical transformation of aldoximes to amides. , 2003, Chemical communications.

[165]  P. DeShong,et al.  Stereoselective Synthesis of α- and β-Glycosylamide Derivatives from Glycopyranosyl Azides via Isoxazoline Intermediates , 2003 .

[166]  Jim-Min Fang,et al.  Direct conversion of aldehydes to amides, tetrazoles, and triazines in aqueous media by one-pot tandem reactions. , 2003, The Journal of organic chemistry.

[167]  H. Sharghi,et al.  A direct synthesis of nitriles and amides from aldehydes using dry or wet alumina in solvent free conditions , 2002 .

[168]  Y. Chung,et al.  Catalytic one-pot synthesis of N-phenyl alkyl amides from alkene and aniline in the presence of cobalt on charcoal under carbon monoxide. , 2002, Chemical communications.

[169]  M. Beller,et al.  Catalytic Amination of Aldehydes to Amides , 2001 .

[170]  A. Ghose,et al.  A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of known drug databases. , 1999, Journal of combinatorial chemistry.

[171]  A. Chamberlin,et al.  Chemical Synthesis of Natural Product Peptides: Coupling Methods for the Incorporation of Noncoded Amino Acids into Peptides. , 1997, Chemical reviews.

[172]  Professor Dr. Miklos Bodanszky,et al.  The World of Peptides , 1991, Springer Berlin Heidelberg.

[173]  Z. Yoshida,et al.  Direct Oxidative Transformation of Aldehydes to Amides by Palladium Catalysis , 1983 .

[174]  S. Fukuoka,et al.  Reactions of lithium dimethylcarbamoylnickel carbonylate , 1971 .