用于合成氧化吲哚和色满-4-酮的光氧化还原铁催化脱羧自由基环化反应
Photoredox Iron-Catalyzed Decarboxylative Radical Cyclization for the Synthesis of Oxindoles and Chroman-4-ones.
作者信息
Han Shaoyang, Liu Litao, Meng Jianqing, Li Meichao, Cao Qun, Shen Zhenlu
机构信息
College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, China.
State Key Laboratory of Advanced Separation Membrane Materials, Zhejiang University of Technology, Hangzhou 310014, China.
出版信息
J Org Chem. 2025 May 30;90(21):7062-7069. doi: 10.1021/acs.joc.5c00669. Epub 2025 May 15.
A sustainable, photocatalytic approach for the synthesis of oxindoles and chroman-4-ones was developed using carboxylate salts as radical precursors and FeCl as a catalyst. The reaction proceeds via a decarboxylative radical cyclization mechanism triggered by ligand-to-metal charge transfer under visible light irradiation, operating efficiently at room temperature. This method demonstrates excellent substrate scope, including the use of various alkyl carboxylates, and functional group tolerance and offers a scalable pathway for gram-scale synthesis, highlighting its practical application.
开发了一种可持续的光催化方法，用于合成氧化吲哚和色满-4-酮，该方法使用羧酸盐作为自由基前体，以FeCl为催化剂。该反应通过可见光照射下配体到金属的电荷转移引发的脱羧自由基环化机制进行，在室温下高效运行。该方法展示了出色的底物范围，包括各种烷基羧酸盐的使用，以及官能团耐受性，并为克级规模的合成提供了一条可扩展的途径，突出了其实际应用价值。
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