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

Guanjie Wang, Zhenqian Fu, Wei Huang

Research output: Contribution to journalArticlepeer-review

66 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)3362-3365
Number of pages4
JournalOrganic Letters
Volume19
Issue number13
DOIs
StatePublished - 7 Jul 2017
Externally publishedYes

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