Au(I)-catalyzed intramolecular oxidative cyclopropanation of 1,6-enynes derived from propiolamides with diphenyl sulfoxide

Org Biomol Chem. 2013 Feb 21;11(7):1089-92. doi: 10.1039/c2ob27394b.

Abstract

We have developed gold(I)-catalyzed oxidative cyclopropanation of 1,6-enynes derived from propiolamides employing diphenyl sulfoxide as an oxidant. 1,6-Enynes having a terminal alkyne and a propiolamide tether efficiently transformed into cyclopropane carboxaldehyde derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Amides / chemistry*
  • Benzene Derivatives / chemistry*
  • Catalysis
  • Cyclopropanes / chemical synthesis*
  • Cyclopropanes / chemistry
  • Gold / chemistry*
  • Molecular Structure
  • Organogold Compounds / chemistry*
  • Oxidation-Reduction

Substances

  • Alkynes
  • Amides
  • Benzene Derivatives
  • Cyclopropanes
  • Organogold Compounds
  • diphenyl sulfoxide
  • Gold