Visible‐Light‐Driven Photocatalytic Activation of Inert Sulfur Ylides for 3‐Acyl Oxindole Synthesis |
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Authors: | Wen‐Qiang Liu Dong‐Zhen Chen Yu‐Han Zheng Prof?Dr Li‐Zhu Wu Prof?Dr Wen‐Jing Xiao |
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Affiliation: | 1. 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, P. R. China;2. Key Laboratory of Pesticide & Chemical Biology, College of Chemistry, Central China Normal University (CCNU), Hubei, P. R. China |
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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. |
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Keywords: | C− H functionalization oxindoles photocatalysis sulfur ylides visible light |
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