Gold-catalyzed cascade C-H/C-H cross-coupling/cyclization/alkynylation: an efficient access to 3-alkynylpyrroles

Org Biomol Chem. 2015 Jun 7;13(21):5867-70. doi: 10.1039/c5ob00599j. Epub 2015 Apr 28.

Abstract

An efficient approach to 3-alkynylpyrroles has been developed through the gold-catalyzed reaction of β-enamino derivatives with terminal alkynes, which features complete regiocontrol, relatively wide substrate scope, and high functional group tolerance. Mechanistic studies show that the reaction proceeds through the gold-catalyzed cascade oxidative C-H/C-H cross-coupling, cyclization and alkynylation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemical synthesis*
  • Alkynes / chemistry
  • Catalysis
  • Cyclization
  • Gold / chemistry*
  • Oxidation-Reduction
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry

Substances

  • Alkynes
  • Pyrroles
  • Gold