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Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones. / Edilova, Yulia O.; Osipova, Ekaterina A.; Slepukhin, Pavel и др.
в: International Journal of Molecular Sciences, Том 24, № 18, 14234, 2023.

Результаты исследований: Вклад в журналСтатьяРецензирование

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Edilova YO, Osipova EA, Slepukhin P, Saloutin V, Bazhin D. Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones. International Journal of Molecular Sciences. 2023;24(18):14234. doi: 10.3390/ijms241814234

Author

Edilova, Yulia O. ; Osipova, Ekaterina A. ; Slepukhin, Pavel и др. / Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones. в: International Journal of Molecular Sciences. 2023 ; Том 24, № 18.

BibTeX

@article{6f67a437aa1d477e8c7de64e82280e92,
title = "Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones",
abstract = "A convenient approach to substituted pyrazoles and pyridazinones based on 1,2,4-triketones is presented. Chemo- and regiocontrol in condensations of t-Bu, Ph-, 2-thienyl-, and CO2Et-substituted 1,2,4-triketone analogs with hydrazines are described. The direction of preferential nucleophilic attack was shown to be switched depending on the substituent nature in triketone as well as the reaction conditions. The acid and temperature effects on the selectivity of condensations were revealed. Regiochemistry of heterocyclic core formation was confirmed by NMR and XRD studies. The facile construction of heterocyclic motifs bearing acetyl and (or) carbethoxy groups suggests them as promising mono- or bifunctional building blocks for subsequent transformations. {\textcopyright} 2023 by the authors.",
author = "Edilova, {Yulia O.} and Osipova, {Ekaterina A.} and Pavel Slepukhin and Victor Saloutin and Denis Bazhin",
note = "This research was financially supported by the Russian Science Foundation (project no. 23-23-00425, https://rscf.ru/en/project/23-23-00425/), accessed on 1 August 2023.",
year = "2023",
doi = "10.3390/ijms241814234",
language = "English",
volume = "24",
journal = "International Journal of Molecular Sciences",
issn = "1661-6596",
publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",
number = "18",

}

RIS

TY - JOUR

T1 - Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones

AU - Edilova, Yulia O.

AU - Osipova, Ekaterina A.

AU - Slepukhin, Pavel

AU - Saloutin, Victor

AU - Bazhin, Denis

N1 - This research was financially supported by the Russian Science Foundation (project no. 23-23-00425, https://rscf.ru/en/project/23-23-00425/), accessed on 1 August 2023.

PY - 2023

Y1 - 2023

N2 - A convenient approach to substituted pyrazoles and pyridazinones based on 1,2,4-triketones is presented. Chemo- and regiocontrol in condensations of t-Bu, Ph-, 2-thienyl-, and CO2Et-substituted 1,2,4-triketone analogs with hydrazines are described. The direction of preferential nucleophilic attack was shown to be switched depending on the substituent nature in triketone as well as the reaction conditions. The acid and temperature effects on the selectivity of condensations were revealed. Regiochemistry of heterocyclic core formation was confirmed by NMR and XRD studies. The facile construction of heterocyclic motifs bearing acetyl and (or) carbethoxy groups suggests them as promising mono- or bifunctional building blocks for subsequent transformations. © 2023 by the authors.

AB - A convenient approach to substituted pyrazoles and pyridazinones based on 1,2,4-triketones is presented. Chemo- and regiocontrol in condensations of t-Bu, Ph-, 2-thienyl-, and CO2Et-substituted 1,2,4-triketone analogs with hydrazines are described. The direction of preferential nucleophilic attack was shown to be switched depending on the substituent nature in triketone as well as the reaction conditions. The acid and temperature effects on the selectivity of condensations were revealed. Regiochemistry of heterocyclic core formation was confirmed by NMR and XRD studies. The facile construction of heterocyclic motifs bearing acetyl and (or) carbethoxy groups suggests them as promising mono- or bifunctional building blocks for subsequent transformations. © 2023 by the authors.

UR - http://www.scopus.com/inward/record.url?partnerID=8YFLogxK&scp=85172930115

U2 - 10.3390/ijms241814234

DO - 10.3390/ijms241814234

M3 - Article

VL - 24

JO - International Journal of Molecular Sciences

JF - International Journal of Molecular Sciences

SN - 1661-6596

IS - 18

M1 - 14234

ER -

ID: 46011405