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Synthesis and some transformations of 5‐benzotriazolyl‐3,4‐dihydropyrid‐2‐ones
Author(s) -
Katritzky Alan R.,
Shcherbakova Irina V.
Publication year - 1996
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.5570330675
Subject(s) - chemistry , substituent , condensation , dehydrogenation , nitrogen , medicinal chemistry , aryl , organic chemistry , catalysis , thermodynamics , physics , alkyl
5‐(Benzotriazolyl)‐substituted 3,4‐dihydropyrid‐2‐ones were obtained by condensation of 4‐benzo‐triazolyl‐5‐phenyl(methyl)‐5‐oxopentanoic acids with benzyl or aryl amines. Dehydrogenation of 3,4‐dihydropyrid‐2‐ones resulted in 5‐benzotriazolyl‐substituted pyrid‐2‐ones and/or 5‐(phenylamino)pyrid‐2‐ones, products of nitrogen elimination from the benzotriazolyl substituent. In turn, 5‐benzotriazol‐1‐yl‐substituted pyrid‐2‐ones eliminated nitrogen under Graebe‐Ullmann conditions to give indolopyridones.