4.7 Article

Clean and efficient benzylic C-H oxidation in water using a hypervalent iodine reagent: Activation of polymeric iodosobenzene with KBr in the presence of montmorillonite-K10

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JOURNAL OF ORGANIC CHEMISTRY
卷 73, 期 18, 页码 7365-7368

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AMER CHEMICAL SOC
DOI: 10.1021/jo8012435

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  1. Ministry of Education Culture, Sports, Science, and Technology, Japan
  2. New Energy and Industrial Technology Development Organization (NEDO) of Japan

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We have found that Unreactive and insoluble polymeric iodosobenzene [PhIO](n) induced aqueous benzylic C-H oxidation to effectively give arylketones, in the presence of KBr and montmorillonite-K10 (M-K10) clay. Water-soluble and reactive species 1 having the unique I(III)-Br bond, in situ generated from [PhIO](n) and KBr, was considered to be the key radical initiator during the reactions.

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