Nontraditional reactions of azomethine ylides: decarboxylative three-component couplings of alpha-amino acids

J Am Chem Soc. 2010 Feb 17;132(6):1798-9. doi: 10.1021/ja910719x.

Abstract

New reactions of azomethine ylides with nontraditional dipolarophiles are reported. Azomethine ylides, formed in situ via decarboxylative condensations of alpha-amino acids with aldehydes, undergo reactions with naphthols, indoles, alkynes, and nitroalkanes.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Alkynes / chemistry
  • Amino Acids / chemistry*
  • Azo Compounds / chemistry*
  • Carboxylic Acids / chemistry*
  • Indoles / chemistry
  • Naphthols / chemistry
  • Thiosemicarbazones / chemistry*

Substances

  • Alkynes
  • Amino Acids
  • Azo Compounds
  • Carboxylic Acids
  • Indoles
  • Naphthols
  • Thiosemicarbazones
  • azomethine