Gold-catalyzed cyclization of alkynylaziridines as an efficient approach toward functionalized N-phth pyrroles

J Org Chem. 2010 Jan 15;75(2):510-3. doi: 10.1021/jo902357x.

Abstract

An efficient access to N-phth pyrrroles via gold-catalyzed cycloisomerization of N-phth alkynylaziridines has been described. Functionalized pyrroles including pyrrole-2-carboxylates or 2-pyrrolyl ketone are easily constructed in generally good yields by this method. The resulting pyrroles can be further converted to N-amino pyrrole or 2-acyl pyrrole, which are important synthetic intermediates for amplification of molecular complexity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Aziridines / chemistry*
  • Catalysis
  • Cyclization
  • Gold / chemistry*
  • Molecular Structure
  • Phthalic Acids / chemistry*
  • Pyrroles / chemistry*
  • Stereoisomerism

Substances

  • Alkynes
  • Aziridines
  • Phthalic Acids
  • Pyrroles
  • Gold