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Synthesis of 4‐aryl‐4,7,8,9‐tetrahydro‐6H‐pyrazolo[3,4‐ b ]quinolin‐5‐ones
Author(s) -
Quiroga Jairo,
Insuasty Braulio,
Hormaza Angelina,
Saitz Claudio,
Jullian Carolina
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.5570350313
Subject(s) - chemistry , aryl , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , alkyl
Reaction of 5‐amino‐3‐methyl‐1‐phenylpyrazole ( 1a ) and 5‐amino‐3‐(4‐chlorophenyl)‐1 H ‐pyrazole ( 1b ) with dimedone ( 2 ) and p ‐susbstituted benzaldehydes 3 in ethanol, afforded in all cases tricyclic linear 4‐aryl‐7,7‐dimethyl‐4,7,8,9‐tetrahydro‐6 H ‐pyrazolo[3,4‐ b ]quinolin‐5‐ones ( 4a‐j ) in good yields. The linear structures and hence the regiospecificity of the reaction were established by nmr measurements.