Copper-Catalyzed Synthesis of α-Keto Amides from Sulfoxonium Ylides

J Org Chem. 2023 Jul 7;88(13):8268-8278. doi: 10.1021/acs.joc.3c00281. Epub 2023 May 24.

Abstract

We here described a method to synthesize α-keto amides from simple sulfoxonium ylides and secondary amines under the catalysis of copper. This transformation involved a very simple and clean catalytic system, and the substrates could be extended to aryl, heteroaryl, and tert-butyl sulfoxonium ylides to give diversified α-keto amides with good yields. Additionally, the mechanistic studies indicated that the α-carbonyl aldehyde might be a key intermediate in the reaction system.

MeSH terms

  • Amides*
  • Amines
  • Catalysis
  • Copper*

Substances

  • Amides
  • Copper
  • sulfoxonium
  • Amines