Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Indoles. III. A New Synthesis of 4-Indolecarboxylic Acid
渡辺 徳弘浜口 文子大木 貞雄
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1972 年 20 巻 10 号 p. 2123-2127

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As a new and convenient method for the synthesis of 4-indolecarboxylic acid (1), the synthesis was started with the reduction of 3-nitrophthalimide (4) with sodium borohydride, followed by hydrolysis of the product to obtain 3-hydroxy-4-nitrophthalide (6). Treatment of 6 with 2 moles of diazomethane gave 2-methoxycarbonyl-6-nitrostyrene oxide (7) whose reductive cyclization afforded methyl 4-indolecarboxylate (2) and it was saponified to the desired 1.
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© The Pharmaceutical Society of Japan
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