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Nickel‐Catalyzed Amide Bond Formation from Methyl Esters
Authors:Taoufik Ben Halima  Jeanne Masson‐Makdissi  Stephen G. Newman
Affiliation:Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Ontario, Canada
Abstract:Despite being one of the most important and frequently run chemical reactions, the synthesis of amide bonds is accomplished primarily by wasteful methods that proceed by stoichiometric activation of one of the starting materials. We report a nickel‐catalyzed procedure that can enable diverse amides to be synthesized from abundant methyl ester starting materials, producing only volatile alcohol as a stoichiometric waste product. In contrast to acid‐ and base‐mediated amidations, the reaction is proposed to proceed by a neutral cross coupling‐type mechanism, opening up new opportunities for direct, efficient, chemoselective synthesis.
Keywords:amides  C−  O activation  cross-coupling  nickel catalysis
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