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Synthesis of pyrimido[4,5‐ b ]quinolines in the reaction of 6‐aminopyrimidines with dimedone and benzaldehydes
Author(s) -
Quiroga J.,
Hormaza A.,
Insuasty B.,
Ortíz A. J.,
Sánchez A.,
Nogueras M.
Publication year - 1998
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.5570350142
Subject(s) - dimedone , chemistry , tricyclic , ethanol , medicinal chemistry , organic chemistry , aryl , catalysis , alkyl
The reaction of 6‐aminopyrimidines 1a, b with dimedone ( 2 ) and p ‐substituted benzaldehydes 3a‐d in ethanol afforded in all cases new regiospecific synthesis of tricyclic, linear 5‐aryl‐5,6,7,8,9,10‐hexahydropyrimido[4,5‐ b ]quinolines 4a‐h in good yields. The linear structures and hence the regiospecificity of the reaction were established by nmr measurements.