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Palladium-catalyzed domino ring-opening/carboxamidation reactions of N-tosyl aziridines and 2-iodothiophenols: a facile and efficient approach to 1,4-benzothiazepin-5-ones.

A novel and efficient domino procedure has been developed for the synthesis of 1,4-benzothiazepin-5-ones from simple and readily accessible N-tosyl aziridines and o-iodothiophenols. This process involves aziridines ring-opening with o-iodothiophenols, followed by palladium-catalyzed intramolecular carboxamidation. The scope and limitation of this transformation have been investigated in detail by using various aziridines and o-iodothiophenols.