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

В. В. Ткаченко, Е. А. Муравьева, С. В. Шишкина, О. В. Шишкин, С. М. Десенко, В. А. Чебанов
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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


Keywords


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

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