The Chemistry of Indoles. XXXIX. A Facile Synthetic Method for 7-Substituted Indoles

MASANORI SOMEI; YOSHIHIRO SAIDA; TETSUO FUNAMOTO; TOSHIHARU OHTA

doi:10.1248/cpb.35.3146

The Chemistry of Indoles. XXXIX. A Facile Synthetic Method for 7-Substituted Indoles

MASANORI SOMEI, YOSHIHIRO SAIDA, TETSUO FUNAMOTO, TOSHIHARU OHTA

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Keywords: thallation, 7-substituted indole, regioselective metalation, 7-iodoindole, 7-bromoindole, 7-chloroindole, 7-methoxyindole, methyl 3- (indol-7-yl) acrylate, 4- (indol-7-yl) -2-methyl-3-buten-2-ol, Heck reaction

JOURNAL FREE ACCESS

1987 Volume 35 Issue 8 Pages 3146-3154

DOI https://doi.org/10.1248/cpb.35.3146

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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.

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