Synthesis of C3‐Fluorinated Oxindoles through Reagent‐Free Cross‐Dehydrogenative Coupling

作者：Zheng‐Jian Wu, Hai‐Chao Xu · 发表于：Angewandte Chemie International Edition · 年份：2017 · DOI：10.1002/anie.201701329 · 被引用次数：209 · 研究领域：Fluorine in Organic Chemistry、Catalytic C–H Functionalization Methods、Radical Photochemical Reactions

Abstract Reported herein is an unprecedented synthesis of C3‐fluorinated oxindoles through cross‐dehydrogenative coupling of C(sp 3 )‐H and C(sp 2 )‐H bonds from malonate amides. Under the unique and mild electrochemical conditions, the requisite oxidant and base are generated in a continuous fashion, allowing the formation of the base‐ and heat‐sensitive 3‐fluorooxindoles in high efficiency with broad substrate scope. The synthetic usefulness of the electrochemical method is further highlighted by its easy scalability and the diverse transformations of the electrolysis product.