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.
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Deceased (O. V. Shishkin).
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1263-1274, August, 2014.
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Tkachenko, V.V., Muravyova, E.A., Shishkina, S.V. et al. Study of Three-Component Reactions Between 5-Amino-3-Methylisoxazole, N-Arylamides of Acetoacetic Acid, and Aromatic Aldehydes. Chem Heterocycl Comp 50, 1166–1176 (2014). https://doi.org/10.1007/s10593-014-1578-0
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DOI: https://doi.org/10.1007/s10593-014-1578-0