Chemistry of Heterocyclic Compounds

, Volume 50, Issue 8, pp 1166–1176 | Cite as

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

  • V. V. Tkachenko
  • E. A. Muravyova
  • S. V. Shishkina
  • O. V. Shishkin
  • S. M. Desenko
  • V. A. ChebanovEmail author

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.


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


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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • V. V. Tkachenko
    • 1
    • 2
  • E. A. Muravyova
    • 1
  • S. V. Shishkina
    • 1
  • O. V. Shishkin
    • 1
    • 2
  • S. M. Desenko
    • 1
    • 2
  • V. A. Chebanov
    • 1
    • 2
    Email author
  1. 1.State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of UkraineKharkivUkraine
  2. 2.V. N. Karazin Kharkiv National UniversityKharkivUkraine

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