The syntheses of ethoxycarbonyl‐1,3‐dioxoles and oxazoles from the copper catalyzed thermolysis of ethyl diazopyruvate in the presence of ketones, aldehydes and nitriles

Abstract

The copper salt‐catalyzed interaction of ethyl diazopyruvate with ketones, aldehydes and nitriles was examined. A variety of 1,3‐dioxoles and oxazoles was obtained in moderate yield. The formation of enol ethers, epoxides, carbon‐carbon insertion products, aziridines, and azetidines, typical products of carbene reactions with carbon‐heteroatom multiple bonds, was not observed. Evidence for the operation of a 1,3‐dipolar cycloaddition reaction is presented.