Features of two- and multicomponent heterocyclization reactions involving 3,4-disubstituted 5-aminopyrazoles and alkyl pyruvates
| Type of Publication: | Journal article |
| Publication status: | Published |
| Author: | Sakhno, Yana I.; Kozyryev, Anton V.; Desenko, Sergey M.; Shishkina, Svetlana V.; Musatov, Vladimir I.; Sysoiev, Dmytro O.; Chebanov, Valentin A. |
| Year of publication: | 2018 |
| Published in: | Tetrahedron ; 74 (2018), 5. - pp. 564-571. - ISSN 0040-4020. - eISSN 1464-5416 |
| DOI (citable link): | https://dx.doi.org/10.1016/j.tet.2017.12.031 |
| Summary: |
Three-component heterocyclizations of pyruvic acids and their esters with 5-aminopyrazoles and aromatic aldehydes, in addition to the sequential versions of these reactions, under different activating conditions were studied. Under conventional heating, pyrazolopyrimidine derivatives containing a hydroxyl group in the 6-position were formed in both two- and three-component treatments. Whereas the application of an inert atmosphere did not influence the outcome of these reactions, the use of ultrasonic irradiation led to the formation of 7-hydroxy-tetrahydropyrazolopyrimidines in multi-component reactions and 6-hydroxy-dihydropyrazolopyrimidines in the case of a step-by-step approach. The products of the latter treatment were further transformed into heteroaromatized 6-hydroxy-pyrazolopyrimidines by conventional heating.
|
| Subject (DDC): | 540 Chemistry |
| Refereed: | Yes |
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SAKHNO, Yana I., Anton V. KOZYRYEV, Sergey M. DESENKO, Svetlana V. SHISHKINA, Vladimir I. MUSATOV, Dmytro O. SYSOIEV, Valentin A. CHEBANOV, 2018. Features of two- and multicomponent heterocyclization reactions involving 3,4-disubstituted 5-aminopyrazoles and alkyl pyruvates. In: Tetrahedron. 74(5), pp. 564-571. ISSN 0040-4020. eISSN 1464-5416. Available under: doi: 10.1016/j.tet.2017.12.031
@article{Sakhno2018-02Featu-41405, title={Features of two- and multicomponent heterocyclization reactions involving 3,4-disubstituted 5-aminopyrazoles and alkyl pyruvates}, year={2018}, doi={10.1016/j.tet.2017.12.031}, number={5}, volume={74}, issn={0040-4020}, journal={Tetrahedron}, pages={564--571}, author={Sakhno, Yana I. and Kozyryev, Anton V. and Desenko, Sergey M. and Shishkina, Svetlana V. and Musatov, Vladimir I. and Sysoiev, Dmytro O. and Chebanov, Valentin A.} }
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