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Cyclization of 2‐ and 3‐indolylthiobenzoic, phenylacetic and nicotinic acids and esters to novel indole‐containing tetracyclic ring systems
Author(s) -
Hamel Pierre,
Girard Mario,
Tsou Nancy N.
Publication year - 1999
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570360312
Subject(s) - chemistry , indole test , ring (chemistry) , phenylacetic acid , stereochemistry , organic chemistry
A series of 2‐ and 3‐indolylthio benzoic, phenylacetic and nicotinic acids or esters were cyclized under dehydrative conditions affording several tetracyclic indole‐containing ketones, several of which constitute the first reported examples of novel ring systems, such as the [1]benzothiepino[2,3‐ b ] and [3,2‐ b ]indole and the pyrido[3′2′:5,6] and [3′4′:5,6]thiopyrano[2,3‐ b ] and [3,2‐ b ]indole as well as the [3′2′:5,6] and [3′4′:5,6][1,3]thiazino[3,2‐ a ]indole ring systems.