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Synthesis of 1‐(2‐ethyl‐3‐indolyl)‐1‐(3‐pyridyl)ethylene and related ellipticine analogues
Author(s) -
Bergman Jan,
Carlsson RenÉ
Publication year - 1972
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.5570090412
Subject(s) - chemistry , indole test , condensation , ethylene , medicinal chemistry , organic chemistry , condensation reaction , stereochemistry , catalysis , physics , thermodynamics
Indole, 2‐methylindole, and 3‐etliylindole have been condensed with acetyl‐ and propionylpyridine, respectively. When propionylpyridine was used as the reactant, the product always was a 1‐(pyridyl)‐1‐indoly[propylene. Condensation of 2‐substituted indoles with 3‐acetylpyridine gave similar products, whereas a similar condensation with 4‐acetylpyridine gave 1,2‐bis(3‐indolyl)‐1‐(4‐pyridyl)ethanes ( e.g . 7a ). Condensation of unsubstituted indole with 3‐or 4‐acetylpyridine respectively, gave 1,1‐bis(3‐indolyl)‐1‐(pyridyl)ethanes ( e.g . 6c ).