Literature DB >> 21416075

Metal-catalysed approaches to amide bond formation.

C Liana Allen1, Jonathan M J Williams.   

Abstract

Amongst the many ways of constructing the amide bond, there has been a growing interest in the use of metal-catalysed methods for preparing this important functional group. In this tutorial review, highlights of the recent literature have been presented covering the key areas where metal catalysts have been used in amide bond formation. Acids and esters have been used in coupling reactions with amines, but aldehydes and alcohols have also been used in oxidative couplings. The use of nitriles and oximes as starting materials for amide formation are also emerging areas of interest. The use of carbon monoxide in the transition metal catalysed coupling of amines has led to a powerful methodology for amide bond formation and this is complemented by the addition of an aryl or alkenyl group to an amide typically using palladium or copper catalysts.

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Year:  2011        PMID: 21416075     DOI: 10.1039/c0cs00196a

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  44 in total

1.  Oxidative Amide Coupling from Functionally Diverse Alcohols and Amines Using Aerobic Copper/Nitroxyl Catalysis.

Authors:  Paige E Piszel; Aristidis Vasilopoulos; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-24       Impact factor: 15.336

Review 2.  Rethinking amide bond synthesis.

Authors:  Vijaya R Pattabiraman; Jeffrey W Bode
Journal:  Nature       Date:  2011-12-21       Impact factor: 49.962

3.  Practical Synthesis of Amides via Copper/ABNO-Catalyzed Aerobic Oxidative Coupling of Alcohols and Amines.

Authors:  Susan L Zultanski; Jingyi Zhao; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2016-05-16       Impact factor: 15.419

4.  N,N-diethylurea-catalyzed amidation between electron-deficient aryl azides and phenylacetaldehydes.

Authors:  Sheng Xie; Olof Ramström; Mingdi Yan
Journal:  Org Lett       Date:  2015-01-23       Impact factor: 6.005

5.  Crystal structure and Hirshfeld surface analysis of 2-chloro-N-(4-meth-oxy-phen-yl)acetamide.

Authors:  Mohcine Missioui; Walid Guerrab; Intissar Nchioua; Abderrazzak El Moutaouakil Ala Allah; Camille Kalonji Mubengayi; Abdulsalam Alsubari; Joel T Mague; Youssef Ramli
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2022-06-07

6.  Extractive Atmospheric Pressure Photoionization (EAPPI) Mass Spectrometry: Rapid Analysis of Chemicals in Complex Matrices.

Authors:  Chengyuan Liu; Jiuzhong Yang; Jian Wang; Yonghua Hu; Wan Zhao; Zhongyue Zhou; Fei Qi; Yang Pan
Journal:  J Am Soc Mass Spectrom       Date:  2016-07-26       Impact factor: 3.109

7.  Nickel-Catalyzed Activation of Acyl C-O Bonds of Methyl Esters.

Authors:  Liana Hie; Noah F Fine Nathel; Xin Hong; Yun-Fang Yang; Kendall N Houk; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2016-01-25       Impact factor: 15.336

8.  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.

Authors:  Li-Mei Jin; Hongjian Lu; Yuan Cui; Christopher L Lizardi; Thiago N Arzua; Lukasz Wojtas; Xin Cui; X Peter Zhang
Journal:  Chem Sci       Date:  2014-06-01       Impact factor: 9.825

9.  Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light.

Authors:  Alexander M Veatch; Erik J Alexanian
Journal:  Chem Sci       Date:  2020-06-22       Impact factor: 9.825

10.  Cu-Catalyzed Arylation of Bromo-Difluoro-Acetamides by Aryl Boronic Acids, Aryl Trialkoxysilanes and Dimethyl-Aryl-Sulfonium Salts: New Entries to Aromatic Amides.

Authors:  Satenik Mkrtchyan; Michał Jakubczyk; Suneel Lanka; Michael Pittelkow; Viktor O Iaroshenko
Journal:  Molecules       Date:  2021-05-16       Impact factor: 4.411

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