Nickel‐Catalyzed Amide Bond Formation from Methyl Esters |
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Authors: | Taoufik Ben Halima Jeanne Masson‐Makdissi Stephen G. Newman |
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Affiliation: | Centre for Catalysis Research and Innovation, Department of Chemistry and Biomolecular Sciences, University of Ottawa, Ottawa, Ontario, Canada |
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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. |
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Keywords: | amides C− O activation cross-coupling nickel catalysis |
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