Synthesis of 3-aryl-8-oxo-5,6,7,8-tetrahydroindolizines via a palladium-catalyzed arylation and heteroarylation

J Org Chem. 2009 Apr 17;74(8):3160-3. doi: 10.1021/jo802768n.

Abstract

A selective palladium-catalyzed arylation and heteroarylation of 8-oxo-5,6,7,8-tetrahydroindolizines has been developed. Mechanistic studies assume an electrophilic substitution pathway for this transformation. This method provides an efficient one-step synthesis of 3-aryl-8-oxo-5,6,7,8-tetrahydroindolizines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Catalysis
  • Heterocyclic Compounds / chemical synthesis*
  • Heterocyclic Compounds / chemistry
  • Indolizines / chemical synthesis*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Palladium / chemistry*
  • Structure-Activity Relationship

Substances

  • 2-phenyl-5,6,7,8-tetrahydroindolizine
  • Heterocyclic Compounds
  • Indolizines
  • Palladium