Metal-catalysed approaches to amide bond formation
Top Cited Papers
- 17 March 2011
- journal article
- review article
- Published by Royal Society of Chemistry (RSC) in Chemical Society Reviews
- Vol. 40 (7), 3405-3415
- https://doi.org/10.1039/c0cs00196a
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.Keywords
This publication has 74 references indexed in Scilit:
- Facile N-formylation of amines using Lewis acids as novel catalystsTetrahedron Letters, 2009
- Amide bond formation: beyond the myth of coupling reagentsChemical Society Reviews, 2008
- Key green chemistry research areas—a perspective from pharmaceutical manufacturersGreen Chemistry, 2007
- ZnO as a New Catalyst for N-Formylation of Amines under Solvent-Free ConditionsThe Journal of Organic Chemistry, 2006
- Selective Phenol Alkylation: An Improved Preparation of EfaproxiralSynthetic Communications, 2006
- Analysis of the reactions used for the preparation of drug candidate moleculesOrganic & Biomolecular Chemistry, 2006
- A mild and efficient procedure for the conversion of aromatic carboxylic esters to secondary amidesCanadian Journal of Chemistry, 2005
- Catalytic Ester−Amide Exchange Using Group (IV) Metal Alkoxide−Activator ComplexesJournal of the American Chemical Society, 2005
- Enantioselective Biotransformations of Nitriles in Organic SynthesisTopics in Catalysis, 2005
- A Simple and Convenient Procedure for the Conversion of Esters to Secondary AmidesSynthetic Communications, 2003