Abstract
A novel and efficient aminoacetylation of aziridines is reported. Herein, 2-phenyl-1,3-oxazolan-5-one with tosylaziridines affords 3-(N-substituted)aminopyrrolidin-2-ones via regioselective terminal aziridine opening–aminoacetylative cyclization cascades. The reaction is performed using [bmim]OH/molecular iodine as a new catalyst system where ionic liquid [bmim]OH also works as reaction media and proceeds via an isolable intermediate. After isolation of the product, the ionic liquid, [bmim]OH can be easily recycled for further use without any loss of efficiency. No byproduct formation, operational simplicity, ambient temperature, high yield, and excellent diastereoselectivity are salient features of the present synthetic protocol.
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