Palladium-catalyzed carbonylative annulation reaction of 2-(1-alkynyl)benzenamines: selective synthesis of 3-(halomethylene)indolin-2-ones

Org Lett. 2007 Aug 16;9(17):3413-6. doi: 10.1021/ol701450n. Epub 2007 Jul 27.

Abstract

A novel and selective palladium-catalyzed carbonylative annulation process for the synthesis of 3-(halomethylene)indolin-2-ones was demonstrated. In the presence of PdX2 and CuX2, 3-(halomethylene)indolin-2-ones were selectively obtained from the carbonylative annulations of 2-(1-alkynyl)benzenamines with CO in moderate to good yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry
  • Benzene Derivatives / chemistry*
  • Catalysis
  • Indoles / chemical synthesis*
  • Palladium / chemistry

Substances

  • Amines
  • Benzene Derivatives
  • Indoles
  • indolin-2-one
  • Palladium