Rhodium-catalyzed transannulation of 1,2,3-triazoles with nitriles

J Am Chem Soc. 2008 Nov 12;130(45):14972-4. doi: 10.1021/ja805079v. Epub 2008 Oct 15.

Abstract

Stable and readily available 1-sulfonyl triazoles are converted to the corresponding imidazoles in good to excellent yields via a rhodium(II)-catalyzed reaction with nitriles. Rhodium iminocarbenoids are proposed intermediates.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Imidazoles / chemical synthesis*
  • Isomerism
  • Nitriles / chemistry*
  • Rhodium / chemistry
  • Sulfinic Acids
  • Triazoles / chemistry*

Substances

  • Imidazoles
  • Nitriles
  • Sulfinic Acids
  • Triazoles
  • Rhodium