The addition of alcohol to 1,2-naphthoquinone promoted by metal ions. A facile synthesis of 4-alkoxy-1,2-naphthoquinones.
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概要
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In the presence of some metal ions and sodium iodate, 1,2-naphthoquinone (<B>1</B>) readily reacted with methanol to give 4-methoxy- 1,2-naphthoquinone (<B>2a</B>). 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 <B>1</B>, the yield of <B>2a</B> increased to 81% at 20 °C for 30 min. In higher alcohols, the addition reaction proceeded under similar conditions to give 4-alkoxy-1,2-naphthoquinones (<B>2b</B>–<B>f</B>) in 46–75% yields.
- 公益社団法人 日本化学会の論文
著者
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Maruyama Kazuhiro
Department Of Chemistry Faculty Of Science Kyoto University
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Takuwa Akio
Department Of Chemistry Faculty Of Science Shimane University
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SOGA Osamu
Department of Chemistry, Faculty of Science, Shimane University
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Iwamoto Hidetoshi
Department Of Chemistry Faculty Of Science Shimane University
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Maruyama Kazuhiro
Department of Chemistry, Faculty of Science, Kyoto University
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