Convenient regioselective reaction in presence of H3PW12O40: synthesis and characterization of pyrazolo[3,4-b]quinoline-3,5-diones

We describe regioselective synthesis of pyrazolo[3,4- b ]quinoline derivatives by multicomponent reaction of dimedone, 5-aminopyrazolone, and aromatic aldehydes in presence of H 3 PW 12 O 40 as catalyst. When this multicomponent reaction was investigated without catalyst under reflux conditions, a m...

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Published inResearch on chemical intermediates Vol. 44; no. 2; pp. 873 - 882
Main Authors Zahedifar, Mahboobeh, Shojaei, Reza, Sheibani, Hassan
Format Journal Article
LanguageEnglish
Published Dordrecht Springer Netherlands 01.02.2018
Springer Nature
Springer Nature B.V
Subjects
Aldehydes
Catalysis
Catalysts
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry, Multidisciplinary
Inorganic Chemistry
Pharmacology
Physical Chemistry
Physical Sciences
Quinoline
Regioselectivity
Science & Technology
Pyrazolo[3,4
Regioselectivity
quinoline-3,5-diones
5-Aminopyrazolone
Poly tungstophosphoric acid
Pyrazolo[3,4-b]quinoline-3,5-diones
IN-VITRO
DERIVATIVES
KETENE
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Summary:We describe regioselective synthesis of pyrazolo[3,4- b ]quinoline derivatives by multicomponent reaction of dimedone, 5-aminopyrazolone, and aromatic aldehydes in presence of H 3 PW 12 O 40 as catalyst. When this multicomponent reaction was investigated without catalyst under reflux conditions, a mixture of products was obtained, while the reaction successfully proceeded to formation of pyrazolo[3,4- b ]quinoline in presence of H 3 PW 12 O 40 . Good product yield, short experimental time, and low-cost catalyst provide convenient synthesis for formation of pyrazolo[3,4- b ]quinoline pharmacological compounds.
ISSN:0922-6168
1568-5675
DOI:10.1007/s11164-017-3141-y