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Direct and Selective Benzylic Oxidation of Alkylarenes via C-H Abstraction Using Alkali Metal Bromides

Katsuhiko Moriyama*, Misato Takemura and Hideo Togo*

*Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan, Email: moriyamafaculty.chiba-u.jp, togofaculty.chiba-u.jp

K. Moriyama, M. Takemura, H. Togo, Org. Lett., 2012, 14, 2414-2417.

DOI: 10.1021/ol300853z (free Supporting Information)


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Abstract

The presence of KBr enabled a direct benzylic oxidation of alkylarenes via C-H bond abstraction using oxone as oxidant under mild conditions. This reaction proceeded with excellent selectivity by thermal oxidation or photooxidation to provide a broad range of aryl ketones in high yields.

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Key Words

Benzylic Oxidation, Oxone


ID: J54-Y2012-1480