STUDY OF THREE-COMPONENT REACTIONS BETWEEN 5-AMINO-3-METHYLISOXAZOLE, <i>N</i>-ARYLAMIDES OF ACETOACETIC ACID, AND AROMATIC ALDEHYDES

Authors

  • В. В. Ткаченко State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University
  • Е. А. Муравьева 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
  • С. М. Десенко State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University
  • В. А. Чебанов State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

DOI:

https://doi.org/10.1007/1822

Keywords:

5-amino-3-methylisoxazole, N-arylcarboxamide, isoxazolo[5, 4-b]pyridine, heterocyclization, three-component reaction, ultrasonication

Abstract

A three-component cyclocondensation between 5-amino-3-methylisoxazole, N‑arylamides of aceto-acetic acid, and aromatic aldehydes was studied under the conditions of thermal activation and ultrasonication. Upon heating in n-butanol, depending on the substituent in aldehyde, the reaction produced either N,4‑diaryl-3,6-dimethylisoxazolо[5,4-b]pyridine-5-carboxamides, or their 4,7‑dihydro derivatives. Ultrasonication unexpectedly produced N1,N3,2-triaryl-4-hydroxy-4-methyl-6-oxocyclo-hexane-1,3-dicarboxamides.

How to Cite
Tkachenko, V. V.; Muravyova, E. A.; Shishkina, S. V.; Shishkin, O. V.; Desenko, S. M.; Chebanov, V. A. Chem. Heterocycl. Compd. 2014, 50, 1166. [Khim. Geterotsikl. Soedin. 2014, 1263.]

For this article in the English edition see DOI 10.1007/s10593-014-1578-0

Author Biographies

В. В. Ткаченко, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

Владимир Ткаченко

Е. А. Муравьева, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine

Елена Муравьева

С. В. Шишкина, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine

Светлана Шишкина

О. В. Шишкин, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

Олег Шишкин

С. М. Десенко, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

Сергей Десенко

В. А. Чебанов, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

Valentin Chebanov

Published

2014-09-09

Issue

Section

Original Papers