Abstract

AbstractPyrrol‐1‐ines obtained by 1,3‐dipolar cycloaddition of nitriles ylides to gem‐disubstituted by withdrawing groups olefins are converted to 1‐pyrrolinium salts by methylfluorosulfonate. Nucleophilic addition to these iminium salts affords 1 ‐pyrrolidines in good yields. Attempts to synthesize aziridines by thermolysis or flash thermolysis of these pyrrolidines through cycloreversion was unsuccessful. However the fragmentation under electronic impact of the pyrrolidines obtained from imidoyl chloride 5A and 5B allowed us to establish the 5 position of the paranitrophenyl group in the pyrrol‐1‐ine cycloadducts.

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