3 years ago

Access to Amide from Aldimine via Aerobic Oxidative Carbene Catalysis and LiCl as Cooperative Lewis Acid

Access to Amide from Aldimine via Aerobic Oxidative Carbene Catalysis and LiCl as Cooperative Lewis Acid
Wei Huang, Zhenqian Fu, Guanjie Wang
Herein, an efficient route to amides from aldimines via aza-Breslow intermediates through aerobic oxidative carbene catalysis with LiCl as a cooperative Lewis acid is described. Many of the obtained N-heteroarylamides feature biological activity. Ambient air was used as the sole oxidant and source of oxygen in this catalytically oxidative amidation. This method allows for a broad substrate scope and mild conditions. The aza-Breslow intermediate derivative was isolated and its crystal structure confirmed.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01195

DOI: 10.1021/acs.orglett.7b01195

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