Thermal [2 + 3] cycloaddition of imino compounds to 3-aroylaziridines. Synthesis of imidazolidines

Abstract
3-Aroylaziridines react with a variety of imines and aryl-N-sulfonylimines in refluxing benzene to give imidazolidines in excellent yield. The orientation of the [2 + 3] cycloaddition of the intermediate azomethine ylids to the C=N double bond was proven by synthesis of specifically 5-deuterated imidazolidines. The reactions provide a convenient new general synthesis of imidazolidines.

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