Indium-Mediated Synthesis of Benzylic Hydroperoxides
Yuxuan Hou, Jinjin Hu, Ruigang Xu, Shulei Pan, Xiaofei Zeng*, Guofu Zhong*
*College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 310036, China, Email: chemzxfhznu.edu.cn, zgfhznu.edu.cn
Y. Hou, J. Hu, R. Xu, S. Pan, X. Zeng, G. Zhong, Org. Lett., 2019, 21, 4428-4432.
DOI: 10.1021/acs.orglett.9b01070 (free Supporting Information)
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Indium(0) mediates an efficient synthesis of benzylic hydroperoxides in very good yields from a broad range of benzyl bromides under aerobic conditions at room temperature. In addition, a tandem hydroperoxidation-Michael addition of (E)-1-(bromomethyl)-2-(2-nitrovinyl)benzene was also demonstrated.
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synthetic utility of the hydroperoxidation reaction