Pyrrolizine and Indolizine Derivatives from 1,6-Dioxo-2,4-diene by Inter- and Intramolecular Ring Closure

Abstract

A variety of 1-amino-alkyl esters and nitriles react with 1,6-dioxo-2,4-diene to give pyrrole derivatives in good yield.Mild basic conditions facilitate the further intramoleular Dieckmann or Thorpe like condensation giving pyrrolizine and indolizine derivatives.These reactions provide simple, two step sequence to pyrrolizine and indolizine derivatives with control of product dictated by the base used for the condensation reaction.