An Au(I)-catalyzed rearrangement/cyclization cascade toward the synthesis of 2-substituted-1,4,5,6-tetrahydrocyclopenta[b]pyrrole

Chem Commun (Camb). 2015 Aug 4;51(60):12064-7. doi: 10.1039/c5cc03979g.

Abstract

An Au(I)-catalyzed tandem reaction for the synthesis of 2-phenyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole derivatives from 1-(1-hydroxy-3-phenylprop-2-yn-1-yl)cyclobutanol and primary amines or NH4OAc has been developed to afford a series of polysubstituted pyrroles in moderate to good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemical synthesis
  • Amines / chemistry
  • Catalysis
  • Cyclization
  • Cyclobutanes / chemical synthesis
  • Cyclobutanes / chemistry
  • Cyclopentanes / chemical synthesis*
  • Cyclopentanes / chemistry
  • Gold / chemistry*
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry

Substances

  • 1,4,5,6-tetrahydrocyclopenta(b)pyrrole
  • Amines
  • Cyclobutanes
  • Cyclopentanes
  • Pyrroles
  • cyclobutanol
  • Gold