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■ A Simple Route to Indolizine-2-carboxylates. Cycloaddition Reactions of Pyridinium Arylsulphonylmethylides

Rudolph A. Abramovitch* and Suchet S. Mathur

*Department of Chemistry, University of Alabama, Box 870336, University, Tuscaloosa, Alabama 35478-0336, U.S.A.

Abstract

Pyridinium-p-toluenesulphonylmethylides react with maleic anhydride in the presence of alcohols to give indolizine-2-carboxylates in a process involving selective decarboxylation and aromatization, and with phenylcyanoacetylene to give 1-cyano-2-phenylindolizines.