A facile and practical synthesis of N-acetyl enamides

J Org Chem. 2009 Dec 18;74(24):9528-30. doi: 10.1021/jo902259u.

Abstract

A facile and practical method for the synthesis of N-acetyl alpha-arylenamides has been developed from corresponding ketoximes as the starting materials with ferrous acetate as the reducing reagent. This methodology offers mild reaction conditions, simple purification procedures, and high yields for a variety of N-acetyl enamides.

MeSH terms

  • Acetates / chemistry
  • Acetylation
  • Amides / chemical synthesis*
  • Amides / chemistry*
  • Ferrous Compounds / chemistry
  • Hydrocarbons, Cyclic / chemical synthesis*
  • Hydrocarbons, Cyclic / chemistry
  • Hydrogenation
  • Magnetic Resonance Spectroscopy
  • Oximes / chemistry
  • Solvents / chemistry
  • Stereoisomerism
  • Temperature

Substances

  • Acetates
  • Amides
  • Ferrous Compounds
  • Hydrocarbons, Cyclic
  • Oximes
  • Solvents