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Benzylic-acetoxylation of alkylbenzenes with PhI(OAc)2 in the presence of catalytic amounts of TsNH2 and I2
Authors:Haruka BabaKatsuhiko Moriyama  Hideo Togo
Institution:Graduate School of Science, Chiba University, Yayoi-cho 1-33, Inage-ku, Chiba 263-8522, Japan
Abstract:Treatment of alkylbenzenes with (diacetoxyiodo)benzene in the presence of catalytic amounts of p-toluenesulfonamide or p-nitrobenzenesulfonamide, and molecular iodine in 1,2-dichloroethane at 60 °C gave the corresponding (α-acetoxy)alkylbenzenes in good to moderate yields. The present reaction is a simple method for the introduction of an acetoxy group to the benzylic position of alkylbenzenes.
Keywords:(Diacetoxyiodo)benzene  (Dibenzoyloxyiodo)benzene  Alkylbenzene  p-Toluenesulfonamide  p-Nitrobenzenesulfonamide  (α-Acetoxy)alkylbenzene  Molecular iodine
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