Experimental chemical study demonstrates selective synthesis of dioxoles and oxazoles using copper catalysts, indicating a 1,3-dipolar cycloaddition pathway.
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.
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Alonso et al. (1980) studied this question.
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