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Study of Three-Component Reactions Between 5-Amino-3-Methylisoxazole, N-Arylamides of Acetoacetic Acid, and Aromatic Aldehydes

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Chemistry of Heterocyclic Compounds Aims and scope

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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Authors and Affiliations

  1. State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine, 60 Lenina Ave., Kharkiv, 61001, Ukraine

    V. V. Tkachenko, E. A. Muravyova, S. V. Shishkina, O. V. Shishkin, S. M. Desenko & V. A. Chebanov

  2. V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv, 61022, Ukraine

    V. V. Tkachenko, O. V. Shishkin, S. M. Desenko & V. A. Chebanov

Authors
  1. V. V. Tkachenko
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  2. E. A. Muravyova
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  3. S. V. Shishkina
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  4. O. V. Shishkin
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  5. S. M. Desenko
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  6. V. A. Chebanov
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Corresponding author

Correspondence to V. A. Chebanov.

Additional information

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

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