Visible Light-Catalyzed Benzylic C-H Bond Chlorination by a Combination of Organic Dye (Acr+-Mes) and N-Chlorosuccinimide
Ming Xiang, Chao Zhou, Xiu-Long Yang, Bin Chen, Chen-Ho Tung and Li-Zhu Wu*
*University of Chinese Academy of Sciences, The Chinese Academy of Sciences, Beijing 100190, P. R. China, Email: lzwumail.ipc.ac.cn
M. Xiang, C. Zhou, X.-L. Yang, B. Chen, C.-H. Tung, L.-Z. Wu, J. Org. Chem., 2020, 85, 9080-9087.
DOI: 10.1021/acs.joc.0c01000 (free Supporting Information)
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The combination of N-chlorosuccinimide as safe chlorine source with Acr+-Mes as the photocatalyst achieves a benzylic C-H bond chlorination under visible light irradiation. This mild and scalable chlorination method worked effectively for electron-deficient substrates. Furthermore, benzylic chlorides could be converted to benzylic ethers smoothly in one-pot by adding sodium methoxide.
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