title: Tetrabutylammonium iodide-catalyzed oxidative coupling of enamides with sulfonylhydrazides: synthesis of β-keto-sulfones.
abstract: A facile synthetic route towards pharmaceutically interesting β-keto-sulfone derivatives by tetrabutylammonium iodide (TBAI)/tert-butyl hydroperoxide (TBHP) mediated oxidative coupling of readily prepared enamides with economical sulfonylhydrazides is described. The corresponding β-keto-sulfone compounds were obtained in moderate to good yields. The present method is metal-free and base-free and shows tolerance to a variety of functional groups.
authors.affiliation: College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China. duxiaohua@zjut.edu.cn.
authors.forename: Yucai
authors.initials: Y
authors.lastname: Tang
authors.forename: Ye
authors.initials: Y
authors.lastname: Zhang
authors.forename: Kaifeng
authors.initials: K
authors.lastname: Wang
authors.forename: Xiaoqing
authors.initials: X
authors.lastname: Li
authors.forename: Xiangsheng
authors.initials: X
authors.lastname: Xu
authors.forename: Xiaohua
authors.initials: X
authors.lastname: Du
mesh_terms: D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D006834:Hydrazines / Q000138:chemical synthesis / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D058451:Oxidative Coupling; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D013441:Sulfinic Acids / Q000138:chemical synthesis / Q000737:chemistry; D013450:Sulfones / Q000138:chemical synthesis* / Q000737:chemistry; D020122:tert-Butylhydroperoxide / Q000737:chemistry
chemical_list: D000577:Amides; D006834:Hydrazines; D007454:Iodides; D007659:Ketones; D000644:Quaternary Ammonium Compounds; D013441:Sulfinic Acids; D013450:Sulfones; D020122:tert-Butylhydroperoxide; C009405:tetrabutylammonium