title: Visible-Light-Driven Photocatalytic Activation of Inert Sulfur Ylides for 3-Acyl Oxindole Synthesis.
abstract: Bicarbonyl-substituted sulfur ylide is a useful, but inert reagent in organic synthesis. Usually, harsh reaction conditions are required for its transformation. For the first time, it was demonstrated that a new, visible-light photoredox catalytic annulation of sulfur ylides under extremely mild conditions, permits the synthesis of oxindole derivatives in high selectivities and efficiencies. The key to its success is the photocatalytic single-electron-transfer (SET) oxidation of the inert amide and acyl-stabilized sulfur ylides to reactive radical cations, which easily proceeds with intramolecular C-H functionalization to give the final products.
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei, 430079, P. R. China.
authors.forename: Xu-Dong
authors.initials: XD
authors.lastname: Xia
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei, 430079, P. R. China.
authors.forename: Liang-Qiu
authors.initials: LQ
authors.lastname: Lu
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & University of Chinese, Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Wen-Qiang
authors.initials: WQ
authors.lastname: Liu
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei, 430079, P. R. China.
authors.forename: Dong-Zhen
authors.initials: DZ
authors.lastname: Chen
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei, 430079, P. R. China.
authors.forename: Yu-Han
authors.initials: YH
authors.lastname: Zheng
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry & University of Chinese, Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190, P. R. China. lzwu@mail.ipc.ac.cn.
authors.forename: Li-Zhu
authors.initials: LZ
authors.lastname: Wu
authors.affiliation: Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), 152 Luoyu Road, Wuhan, Hubei, 430079, P. R. China. wxiao@mail.ccnu.edu.cn.
authors.forename: Wen-Jing
authors.identifier: 0000-0002-9318-6021
authors.initials: WJ
authors.lastname: Xiao
keywords: C−H functionalization; oxindoles; photocatalysis; sulfur ylides; visible light