Reaction of Dichlorotriphenylphosphorane with Bis (trimethylsilyl) Peroxide. A New Method for the Formation of Electrophilic Chlorine Source

K Shibata, Y Itoh, N Tokitoh, R Okazaki…

Index: Shibata, Kazusato; Itoh, Yukinori; Tokitoh, Norihiro; Okazaki, Renji; Inamoto, Naoki Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 12 p. 3749 - 3751

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Abstract

Reactions of dichlorotriphenylphosphorane with bis (trimethylsilyl) peroxide in the presence of some organic compounds have been found to give chlorinated products. Aromatic hydrocarbons bearing electron-donating substituents give the corresponding monochloroarenes, while an enol silyl ether is converted into α-chloro ketone. The mechanism is briefly discussed.

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