The addition of alcohol to 1, 2-naphthoquinone promoted by metal ions. A facile synthesis of 4-alkoxy-1, 2-naphthoquinones.

…, O Soga, H Iwamoto, K Maruyama

Index: Takuwa, Akio; Soga, Osamu; Iwamoto, Hidetoshi; Maruyama, Kazuhiro Bulletin of the Chemical Society of Japan, 1986 , vol. 59, # 9 p. 2959 - 2961

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Citation Number: 24

Abstract

In the presence of some metal ions and sodium iodate, 1, 2-naphthoquinone (1) readily reacted with methanol to give 4-methoxy-1, 2-naphthoquinone (2a). The activity of the metal ions increased in the following order: Co (II)< Ni (II)<< Cu (II)< La (III)<< Ce (III). The reaction was remarkably affected by the reaction temperature, reaction time, and molar ratio of the chelating agent. By the use of 1 equivalent of cerium salt to 1, the yield of 2a increased to ...