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CYCLOCONDENSATION OF 3(5)-AMINOPYRAZOLES WITH ARYLGLYOXALS AND CYCLOHEXANE-1,3-DIONES

О. Н. Петрова, Л. Л. Замигайло, М. Г. Широбокова, С. В. Шишкина, О. В. Шишкин, В. И. Мусатов, В. В. Липсон
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Abstract


Partly hydrogenated 4-aroyl-substituted pyrazolo[3,4-b]quinolin-5-ones and 5-aroyl-substituted pyrazolo[1,5-a]quinazolin-6-ones were obtained by three-component cyclocondensation of substituted 3(5)‑aminopyrazoles with the arylglyoxal hydrates and dimedone, 1,3-cyclohexanedione, or 4,4-dimethylcyclohexanedione in an alcohol medium. The chemical transformations of pyrazolo[3,4-b]quinolin-5-ones in reactions with hydrazine hydrate and also upon alkylation, acylation, and oxidation were studied.

Authors: O. N. Petrova, L. L. Zamigailo, M. G. Shirobokova, S. V. Shishkina, O. V. Shishkin, V. I. Musatov, and V. V. Lipson

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (7), pp 955-967

http://link.springer.com/article/10.1007/s10593-013-1332-z


Keywords


3(5)-aminopyrazoles; arylglyoxals; cyclohexane-1,3-diones; hexahydropyrazolo[1,5-a]quinazolinecarboxamides; tetrahydropyrazolo[3,4-b]quinolinones; acylation; alkylation; oxidation; three-component cyclization

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