Visible light induced radical cyclization of o-iodophenylacrylamides: a concise synthesis of indolin-2-one

Chem Commun (Camb). 2015 Mar 18;51(22):4587-90. doi: 10.1039/c5cc00072f.

Abstract

A [Ir(ppy)2(dtb-bpy)]PF6-catalyzed intramolecular radical cyclization of o-iodophenylacrylamides affording indolin-2-ones in moderate to excellent yields via 5-exo-trig radical cyclization under visible light is presented. This method provides new access to the synthesis of indolin-2-ones under mild reaction conditions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylamides / chemistry*
  • Acrylamides / radiation effects*
  • Anilides / chemistry*
  • Anilides / radiation effects*
  • Catalysis
  • Cyclization / radiation effects
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Indoles / radiation effects*
  • Iridium / chemistry
  • Light*
  • Molecular Structure
  • Organometallic Compounds / chemistry

Substances

  • Acrylamides
  • Anilides
  • Indoles
  • Organometallic Compounds
  • indolin-2-one
  • Iridium