Radical cyclization approach to spirocyclohexadienones

Org Lett. 2005 Jan 6;7(1):151-4. doi: 10.1021/ol0477226.

Abstract

Cyclization of an aryl radical at the ipso position of a p-O-aryl-substituted acetamide or benzamide generates oxindoles or quinolones bearing spirocyclohexadienone rings. This versatile reaction is applied to formal syntheses of the vasopressin inhibitor SR121463A and aza-galanthamine.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Cyclization
  • Cyclohexanes / chemistry*
  • Cyclohexenes
  • Spiro Compounds / chemistry*

Substances

  • Cyclohexanes
  • Cyclohexenes
  • Spiro Compounds
  • cyclohexadienone