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Efficient and Practical Oxidative Bromination and Iodination of Arenes and Heteroarenes with DMSO and Hydrogen Halide: A Mild Protocol for Late-Stage Functionalization

Song Song, Xiang Sun, Xinwei Li, Yizhi Yuan and Ning Jiao*

*State Key Laboratory of Natural and Biomimetic Drugs, Peking University, School of Pharmaceutical Sciences, Peking University, Xue Yuan Road 38, Beijing 100191, China, Email: jiaoningpku.edu.cn

S. Song, X. Sun, X. Li, Y. Yuan, N. Jiao, Org. Lett., 2015, 17, 2886-2889.

DOI: 10.1021/acs.orglett.5b00932 (free Supporting Information)


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Abstract

DMSO as a mild and inexpensive oxidant enables an efficient and practical bromination and iodination of arenes with HX (X = Br, I) reagents. This oxidative system is amenable to late-stage bromination of natural products and kilogram-scale conversions.

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Key Words

bromination, iodination, DMSO


ID: J54-Y2015