Visible-Light-Driven Photocatalytic Activation of Inert Sulfur Ylides for 3-Acyl Oxindole Synthesis

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• 作者：Xu-Dong Xia ; Dr. Liang-Qiu Lu ; Wen-Qiang Liu ; Dong-Zhen Chen ; Yu-Han Zheng ; Prof. Dr. Li-Zhu Wu and Prof. Dr. Wen-Jing Xiao
• 刊名：Chemistry - A European Journal
• 出版年：2016
• 出版时间：June 13, 2016
• 年：2016
• 卷：22
• 期：25
• 页码：8432-8437
• 全文大小：2595K
• ISSN：1521-3765

文摘

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.