Abstract

Abstract It has been revealed that 1-azirines having an ester function at C can be synthesized by the thermally induced skeletal rearrangement of 5-alkoxyisoxazoles and 5-alkylmercaptoisoxazles. Characterization of the azirines obtained was made by chemical reactions as well as by spectrometry. A further thermal transformation of azirine esters into oxazole derivatives could not be found. Mass spectra of representative 1-azirines are discussed with the aid of resolution mass spectrometry and their behaviour under electron impact is correlated with that of 5-alkoxyisoxazoles which are their valence isomers.

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