Anodic oxidation of (trimethylsilyl) methanes with π-electron substituents in the presence of nucleophiles

T Koizumi, T Fuchigami, T Nonaka

Index: Koizumi, Toshio; Fuchigami, Toshio; Nonaka, Tsutomu Bulletin of the Chemical Society of Japan, 1989 , vol. 62, # 1 p. 219 - 225

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Citation Number: 50

Abstract

It was found that oxidation potentials of methanes with π-electron substituents were decreased by introduction of a trimethylsilyl group. The anodic oxidation of benzyl-, allyl-, aryl (or alkyl) thiomethyl-, and aryloxymethyl-substituted trimethylsilanes smoothly proceeded in the presence of nucleophiles, eg alcohols and carboxylic acids, to eliminate the trimethylsilyl groups giving the corresponding alkoxylated and carboxylated products ...