Oxidation using quaternary ammonium polyhalides. VIII. Oxidation of 1, 4-benzenediols with benzyltrimethylammonium tribromide.

S Kajigaeshi, Y Morikawa, S Fujisaki…

Index: Kajigaeshi, Shoji; Morikawa, Yukihiro; Fujisaki, Shizuo; Kakinami, Takaaki; Nishihira, Keigo Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 1 p. 336 - 338

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Citation Number: 14

Abstract

The reaction of 1, 4-benzenediols with 1.1 equiv of benzyltrimethylammonium tribromide in dichloromethane in the presence of aqueous sodium acetate at room temperature gave 2, 5- cyclohexadiene-1, 4-diones in good yields. On the other hand, the reaction of 1, 4- benzenediols with a large excess of the reagent in aqueous acetic acid at 40–60° C gave polybromo-substituted 2, 5-cyclohexadiene-1, 4-diones in good yields.