Synthesis of polysubstituted 5-aminooxazoles from alpha-diazocarbonyl esters and alpha-isocyanoacetamides

Org Lett. 2010 Feb 5;12(3):616-8. doi: 10.1021/ol902850a.

Abstract

A novel and efficient reaction for the synthesis of 2-keto-5-aminooxazoles is developed. The entire sequence is realized by simply heating a xylene solution of alpha-diazocarbonyl esters and alpha-isocyanoacetamides without any promoters. A possible mechanism for the entire sequence is proposed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetamides / chemistry*
  • Azo Compounds / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Esters
  • Molecular Structure
  • Oxazoles / chemical synthesis*
  • Oxazoles / chemistry
  • Stereoisomerism
  • Xylenes / chemistry

Substances

  • Acetamides
  • Azo Compounds
  • Esters
  • Oxazoles
  • Xylenes