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Chemistry of Heterocyclic Compounds

, Volume 55, Issue 1, pp 78–89 | Cite as

Features of 3-amino-5-methylisoxazole in heterocyclizations involving pyruvic acids

  • Alisa D. Morozova
  • Elena A. Muravyova
  • Svitlana V. Shishkina
  • Dmytro Sysoiev
  • Toma Glasnov
  • Vladimir I. Musatov
  • Sergey M. Desenko
  • Valentyn A. ChebanovEmail author
Article
  • 102 Downloads

The chemical properties of 3-amino-5-methylisoxazole in the reactions involving pyruvic acid derivatives are reported. The multicomponent condensation of 3-amino-5-methylisoxazole, aromatic aldehyde, and pyruvic acid was not effective while the treatment of the starting amine with pyruvic acid derivatives led to suitable synthetic procedures for selective synthesis of furanones and pyrrolones. It was established that only NH2-nucleophilic center of 3-amino-5-methylisoxazole takes part in the heterocyclizations with pyruvic acid derivatives.

Keywords

3-amino-5-methylisoxazole furanones pyrrolones pyruvic acids heterocyclization 

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Alisa D. Morozova
    • 1
  • Elena A. Muravyova
    • 1
  • Svitlana V. Shishkina
    • 1
    • 2
  • Dmytro Sysoiev
    • 3
  • Toma Glasnov
    • 4
  • Vladimir I. Musatov
    • 1
  • Sergey M. Desenko
    • 1
    • 2
  • Valentyn A. Chebanov
    • 1
    • 2
    Email author
  1. 1.Division of Chemistry of Functional MaterialsState Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of UkraineKharkivUkraine
  2. 2.Faculty of ChemistryV. N. Karazin Kharkiv National UniversityKharkivUkraine
  3. 3.Department of ChemistryUniversity of KonstanzKonstanzGermany
  4. 4.Institute of ChemistryUniversity of GrazGrazAustria

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