Oxidation of diols with alkali hypochlorites catalyzed by oxammonium salts under two-phase conditions

PL Anelli, S Banfi, F Montanari…

Index: Anelli, Pier Lucio; Banfi, Stefano; Montanari, Fernando; Quici, Silvio Journal of Organic Chemistry, 1989 , vol. 54, # 12 p. 2970 - 2972

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Citation Number: 232

Abstract

Oxidations were carried out in CH2C12-aqueous NaOCl at le 1 5" C and pH 9A3 in the presence of 0.01 molar equiv of the commercially available radical 2b and 0.10 molar equiv of KBr. 1, 2-Diphenyl-l, 2-ethanediol affords benzoin or benzil in 85 and 97% yield, respectively, depending on the amount of aqueous NaOCl used (Table I, entries 1, 2). Hydroquinone is easily oxidized to 1, 4-benzoquinone in almost quantitative yield (entry 3) ...