Heterocyclic Synthesis With Azides. II. The Reaction of Azide With Ethoxymethylenemalonate

Abstract

Sodium azide reacts with diethyl ethoxymethylenemalonate in dimethylsulfoxide to give diethyl 2,4-diethoxycarbonylpent-2-enedioate (12%) and diethyl 5-hydroxypyrrole-2,4-dicarboxyiate (60%). The structure of the latter was determined by X-ray crystal structure analysis at 150 K, and both compounds have been independently synthesized.