Product and mechanistic studies of the anodic oxidation of methoxylated naphthalenes. The EECrCp mechanism

MG Dolson, JS Swenton

Index: Dolson,M.G.; Swenton,J.S. Journal of the American Chemical Society, 1981 , vol. 103, p. 2361

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Citation Number: 66

Abstract

Abstract: The anodic oxidations of 1-and 2-methoxy-and 1, 2-, 1, 3-, 1, 4-, 1, 5-, 1, 6-, 1, 7-, 2, 3-, 2, 6-, and 2, 7-dimethoxynaphthalenes have been studied in methanolic potassium hydroxide. At lower temperatures (0-20 “C) the major process in 1-methoxynaphthalene and 1, 5-, 1, 6-, and 1, 7-dimethoxynaphthalenes is two-electron oxidation resulting in addition of methoxy groups across the 1, 4-pitions followed by lass of methanol on workup to afford ...