title: Aza-Wacker-type reaction between electron-deficient olefins and N-alkylsulfonamides.
abstract: A palladium-catalyzed oxidative amination protocol of electron-deficient olefins by aza-Wacker-type reaction with N-alkylsulfonamides was developed. The presence of the stoichiometric amount of methanesulfonic acid was crucial for the success of this transformation. The reactions were conducted in green solvent under mild conditions and scalable with excellent E-type stereoselectivity. In addition, a Pd(II)/Pd(0) catalytic cycle with the existence of a very strong oxidant (Selectfluor) was proposed.
authors: Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University , Huaian 223300, P. R. China.
authors: Huayou
authors: H
authors: Hu
authors: Jiaxin
authors: J
authors: Tian
authors: Yun
authors: Y
authors: Liu
authors: Yong
authors: Y
authors: Liu
authors: Fei
authors: F
authors: Shi
authors: Xiang
authors: X
authors: Wang
authors: Yuhe
authors: Y
authors: Kan
authors: Chao
authors: C
authors: Wang
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D004583:Electrons; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010165:Palladium / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: D000475:Alkenes; D008698:Mesylates; D012997:Solvents; D013449:Sulfonamides; C045880:methanesulfonic acid; D010165:Palladium