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.
Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada, K1N 6N5.
Fanlong
F
Zeng
Howard
H
Alper
D000577:Amides / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D003987:Dibenzothiazepines / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry*
D000577:Amides; D001388:Aziridines; D003987:Dibenzothiazepines; D007211:Indoles; D013876:Thiophenes; D010165:Palladium; C030374:indole