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

Authors

  • О. Н. Петрова State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine
  • Л. Л. Замигайло State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine
  • М. Г. Широбокова State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine
  • С. В. Шишкина State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine
  • О. В. Шишкин State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University
  • В. И. Мусатов State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine
  • В. В. Липсон State Scientific Institution "Institute for Single Crystals of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University; V. Ya. Danilevsky Institute for Endocrine Pathology Problems of the Academy of Medical Sciences of Ukraine

DOI:

https://doi.org/10.1007/359

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

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

Published

2013-06-17

Issue

Section

Original Papers