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Aromatization with dearylation on Hantzsch cyclocondensation of 4-(dimethylamino)benzaldehyde,cyclohexane-1,3-diones,and some 1,3-[N,C]dinucleophiles
Authors:I B Dzvinchuk  N A Tolmachova  A N Chernega  M O Lozinskii
Institution:(1) Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev, 02094, Ukraine
Abstract:The Hantzsch three-component cyclization of 4-(dimethylamino)benzaldehyde, cyclohexane-1,3-diones, and some 1,3-N,C]-dinucleophiles (5-amino-3-methyl-1-phenylpyrazole, 3,5-dimethoxyaniline, and 4-amino-1,3-dimethylpyrimidine-2,6-dione) proceeds in boiling acetic acid with the splitting off N,N-dimethylaniline and the formation of polycondensed heterocyclic sytems with a γ-unsubstituted pyridine ring (pyrazolo3,4-b]quinoline, acridine, and pyrimido4,5-b]quinoline). Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 244-251, February, 2009.
Keywords:acridines  pyrazolo[3  4-b]quinolines  pyrimido[4  5-b]quinolines  aromatization  dearylation  Hantzsch reaction
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