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

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

Type of Publication: Journal article
Publication status: Published
Author: Morozova, Alisa D.; Muravyova, Elena A.; Shishkina, Svitlana V.; Sysoiev, Dmytro; Glasnov, Toma; Musatov, Vladimir I.; Desenko, Sergey M.; Chebanov, Valentyn A.
Year of publication: 2019
Published in: Chemistry of Heterocyclic Compounds ; 55 (2019), 1. - pp. 78-89. - ISSN 0009-3122. - eISSN 1573-8353
DOI (citable link): https://dx.doi.org/10.1007/s10593-019-02422-8
Summary:
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.
Subject (DDC): 540 Chemistry
Keywords: 3-amino-5-methylisoxazole, furanones, pyrrolones, pyruvic acids, heterocyclization
Refereed: Yes

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MOROZOVA, 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. 55(1), pp. 78-89. ISSN 0009-3122. eISSN 1573-8353. Available under: doi: 10.1007/s10593-019-02422-8

@article{Morozova2019-02-18Featu-45603, title={Features of 3-amino-5-methylisoxazole in heterocyclizations involving pyruvic acids}, year={2019}, doi={10.1007/s10593-019-02422-8}, 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.} }

Musatov, Vladimir I. Glasnov, Toma Morozova, Alisa D. 2019-04-09T11:54:35Z 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 NH<sub>2</sub>-nucleophilic center of 3-amino-5-methylisoxazole takes part in the heterocyclizations with pyruvic acid derivatives. Features of 3-amino-5-methylisoxazole in heterocyclizations involving pyruvic acids Morozova, Alisa D. Chebanov, Valentyn A. Muravyova, Elena A. Desenko, Sergey M. Desenko, Sergey M. Shishkina, Svitlana V. Sysoiev, Dmytro 2019-02-18 Shishkina, Svitlana V. 2019-04-09T11:54:35Z Chebanov, Valentyn A. Sysoiev, Dmytro eng Muravyova, Elena A. Musatov, Vladimir I. Glasnov, Toma

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