title: Copper-catalyzed intramolecular N-S bond formation by oxidative dehydrogenative cyclization.
abstract: Copper-catalyzed synthesis of benzo[d]isothiazol-3(2H)-ones and N-acyl-benzothiazetidine by intramolecular dehydrogenative cyclization is described. In this reaction, a new nitrogen-sulfur (N-S) bond is formed by N-H/S-H coupling. The present reaction has high functional group tolerance and gives products in gram scale. This method promotes double cyclization, allowing for synthesis of a drug intermediate.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Zhen
authors.initials: Z
authors.lastname: Wang
authors.forename: Yoichiro
authors.initials: Y
authors.lastname: Kuninobu
authors.forename: Motomu
authors.initials: M
authors.lastname: Kanai
mesh_terms: D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D006865:Hydrogenation; D007454:Iodides / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001384:Azetidines; D007454:Iodides; D013844:Thiazoles; D003300:Copper; C073870:cuprous iodide; D010100:Oxygen