Naphthoquinone antimalarials. XIII. 2-Hydroxy-3-substituted-aminomethyl derivatives by the Mannich reaction

MT Leffler, RJ Hathaway

Index: Leffler; Hathaway Journal of the American Chemical Society, 1948 , vol. 70, p. 3222

Full Text: HTML

Citation Number: 26

Abstract

Summary Treatment of a 2-hydroxy-3-alkyl-1, 4-naphthoquinone with hydrogen peroxide in dioxane-soda solution gives a colorless acid that is an intermediate in the Hooker reaction and that can be converted by the action of copper sulfate and alkali into the hydroxynoralkylnaphthoquinone in very high over-all yield. The oxidation of the intermediates is interpreted in terms of a ketol-keto acid formulation (11), but ...