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- Title
Carbo[3 + 3] cyclocondensation reactions. A new method for the synthesis of tetrahydropyrazolo[1,5- b]quinazolines and tetrahydropyrazolo[4,5- b]quinolines.
- Authors
Orlov, V.; Sidorenko, D.
- Abstract
The cyclocondensation of substituted 5-aminopyrazoles with benzylidene acetone leads to the regioselective synthesis of dihydropyrazolo[1,5- a]pyrimidines and dihydropyrazolo[3,4- b]pyridines containing a methyl group in the six-membered heterocycle. Compounds of both these groups readily undergo carbo[3 + 3] cyclo-condensation with chalcones in butanol under alkaline catalysis conditions and upon heating to give aryl-substituted tetrahydropyrazolo[1,5- b]quinazolines and tetrahydropyrazolo[4,5- b]quinolines. Ultrasonic initiation of these reactions leads to enhanced rate and higher yield of the desired products.
- Subjects
QUINAZOLINE; PYRIDINE; HETEROCYCLIC compounds; CYCLIC compounds synthesis; CHEMICAL reactions
- Publication
Chemistry of Heterocyclic Compounds, 2012, Vol 48, Issue 4, p650
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-012-1039-6