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

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2019

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Muravyova, Elena A.
Shishkina, Svitlana V.
Glasnov, Toma
Musatov, Vladimir I.
Desenko, Sergey M.
Chebanov, Valentyn A.

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https://doi.org/10.1007/s10593-019-02422-8
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Chemistry of Heterocyclic Compounds. 2019, 55(1), pp. 78-89. ISSN 0009-3122. eISSN 1573-8353. Available under: doi: 10.1007/s10593-019-02422-8

Zusammenfassung

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.

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540 Chemie

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

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ISO 690MOROZOVA, Alisa D., Elena A. MURAVYOVA, Svitlana V. SHISHKINA, Dmytro SYSOIEV, Toma GLASNOV, Vladimir I. MUSATOV, Sergey M. DESENKO, Valentyn A. CHEBANOV, 2019. Features of 3-amino-5-methylisoxazole in heterocyclizations involving pyruvic acids. In: Chemistry of Heterocyclic Compounds. 2019, 55(1), pp. 78-89. ISSN 0009-3122. eISSN 1573-8353. Available under: doi: 10.1007/s10593-019-02422-8
BibTex
@article{Morozova2019-02-18Featu-45603,
  year={2019},
  doi={10.1007/s10593-019-02422-8},
  title={Features of 3-amino-5-methylisoxazole in heterocyclizations involving pyruvic acids},
  number={1},
  volume={55},
  issn={0009-3122},
  journal={Chemistry of Heterocyclic Compounds},
  pages={78--89},
  author={Morozova, Alisa D. and Muravyova, Elena A. and Shishkina, Svitlana V. and Sysoiev, Dmytro and Glasnov, Toma and Musatov, Vladimir I. and Desenko, Sergey M. and Chebanov, Valentyn A.}
}
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