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PhI- and polymer-supported PhI-catalyzed oxidative conversion of ketones and alcohols to α-tosyloxyketones with m-chloroperbenzoic acid and p-toluenesulfonic acid
Authors:Yukiharu Yamamoto  Patrick H Toy
Institution:a Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan
b Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, People's Republic of China
Abstract:Various ketones were converted to the corresponding α-tosyloxyketones with mCPBA and p-toluenesulfonic acid in the presence of a catalytic amount of iodobenzene. Moreover, secondary alcohols were directly converted to the corresponding α-tosyloxyketones using mCPBA and catalytic amounts of iodobenzene and potassium bromide, followed by treatment with p-toluenesulfonic acid in a one-pot manner. Poly(4-iodostyrene) could be also used as a recyclable catalyst for the same α-tosyloxylation of ketone
Keywords:Iodobenzene  Poly(4-iodostyrene)  α-Tosyloxyketone  Ketone  mCPBA  p-Toluenesulfonic acid  Catalyst
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