The Synthesis of Indolizines: The Reaction of α-Halo Pyridinium Salts with β-Dicarbonyl Species

Article abstract of DOI:10.1021/jo00387a017

The reaction of β-keto esters and β-diketones with readily accessible 2-halo pyridinium salts in the presence of DBU serves as a rapid and convenient method for the synthesis of substituted indolizines.The use of diethyl malonate as the dicarbonyl component of the reaction enables the preparation of previously undescribed 2-hydroxyindolizines.