Palladium-Catalyzed Domino Ring-Opening/Carboxamidation Reactions of N-Tosyl Aziridines and 2-lodothiophenols: 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.