Journal of heterocyclic chemistry

A new synthesis of some indolecarboxylic acids

L Baiocchi, M Giannangeli

Index: Baiocchi, Leandro; Giannangeli, Marilena Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1905 - 1909

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Citation Number: 20

Abstract

Abstract 1-Substituted isatins are transformed into indole derivatives by means of ethyl chloroacetate. In fact, under the conditions of the Darzens reaction they give two glycidic ester isomers 4 and 5 which, by hydrolysis in alkaline medium, undergo a transposition to indole-2, 3-dicarboxylic acids 2 together with minor amounts of indole-3-carboxylic acids 3. From isatin itself, 2, 3-dicarboxyindole-1-acetic acid (6) was obtained.

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