Photoinduced chlorine atom-transfer cyclization/photohydrolysis of 3-acyl-2-chloro-N-(ω-phenylalkynyl)pyrroles: a one-pot synthesis of benzoyl-substituted fused pyrroles

Org Biomol Chem. 2012 Jan 14;10(2):232-5. doi: 10.1039/c1ob05954h. Epub 2011 Oct 19.


A one-pot synthesis of benzoyl-substituted fused pyrroles or indoles in moderate to high yields has been achieved by the photocyclization/photohydrolysis reactions of N-(ω-phenylalkynyl)-2-chloropyrrole-3-carbaldehydes or 3-acyl-N-(ω-phenylbutynyl)-2-haloindoles in wet acetone. The formation of all these products could be inferred by a two-step reactions, namely, photoinduced chlorine atom-transfer cyclization and subsequent photohydrolysis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chlorine / chemistry*
  • Crystallography, X-Ray
  • Cyclization
  • Hydrolysis
  • Indoles / chemical synthesis
  • Indoles / chemistry
  • Models, Molecular
  • Molecular Structure
  • Photochemical Processes
  • Pyrroles / chemical synthesis*
  • Pyrroles / chemistry
  • Stereoisomerism


  • Indoles
  • Pyrroles
  • Chlorine