Hao Tan, Phong Thai, Uddalak Sengupta, Isaac R. Deavenport, Cali M. Kucifer and David C. Powers*,
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引用次数: 0
Abstract
We describe a metal-free aziridination of unactivated olefins to generate N-pyridinium aziridines. Subsequent cross-coupling affords N-aryl aziridines, and reductive depyridylation affords N–H aziridines. Kinetics experiments, based on a variable time normalization analysis (VTNA), indicate that aziridination proceeds via a highly electrophilic N-pyridinium iminoiodinane intermediate. These studies expand build-and-couple aziridine synthesis to unactivated olefins and introduce charge-enhanced electrophilicity into the chemistry of iminoiodinanes.
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