The chemistry of indoles. XXXIX. A facile synthetic method for 7-substituted indoles.

M Somei, Y Saida, T Funamoto, T Ohta

Index: Somei, Masanori; Saida, Yoshihiro; Funamoto, Tetsuo; Ohta, Toshihara Chemical and Pharmaceutical Bulletin, 1987 , vol. 35, # 8 p. 3146 - 3154

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Citation Number: 25

Abstract

A simple four-step synthetic method for 7-iodo-, 7-bromo- and 7-chloroindole was established with high overall yield starting from 2,3-dihydroindole. Several 7-substituted indoles carrying a carbon side chain and 7-methoxyindole were also synthesized. Keywords thallation; 7-substituted indole; regioselective metalation; 7-iodoindole; 7- bromoindole; 7-chloroindole; 7-methoxyindole; methyl 3-(indol-7-yl)acrylate; 4-(indo1-7-y1)- 2-methy1-3-buten-2-ol; ...