Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones
Электронный научный архив УРФУ
Информация об архиве | Просмотр оригинала| Поле | Значение | |
| Заглавие |
Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones
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| Автор |
Edilova, Y. O.
Osipova, E. A. Slepukhin, P. A. Saloutin, V. I. Bazhin, D. N. |
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| Тематика |
1,2,4-TRIKETONE ANALOGS
BUILDING BLOCKS CHEMOSELECTIVITY PYRAZOLE PYRIDAZINE REGIOSELECTIVITY 1,2,4 TRIKETONE DERIVATIVE ACETIC ACID DERIVATIVE ACID FUNCTIONAL GROUP KETONE DERIVATIVE PYRAZOLE DERIVATIVE PYRIDAZINONE DERIVATIVE UNCLASSIFIED DRUG ARTICLE NUCLEAR MAGNETIC RESONANCE NUCLEOPHILICITY POLYMERIZATION REGIOSELECTIVITY SUBSTITUTION REACTION TEMPERATURE SENSITIVITY X RAY DIFFRACTION |
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| Описание |
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.
Russian Science Foundation, RSF: 23-23-00425 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. |
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| Дата |
2024-04-05T16:34:02Z
2024-04-05T16:34:02Z 2023 |
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| Тип |
Article
Journal article (info:eu-repo/semantics/article) |info:eu-repo/semantics/publishedVersion |
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| Идентификатор |
Edilova, YO, Osipova, EA, Slepukhin, P, Saloutin, V & Bazhin, D 2023, 'Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones', International Journal of Molecular Sciences, Том. 24, № 18, 14234. https://doi.org/10.3390/ijms241814234
Edilova, Y. O., Osipova, E. A., Slepukhin, P., Saloutin, V., & Bazhin, D. (2023). Exploring Three Avenues: Chemo- and Regioselective Transformations of 1,2,4-Triketone Analogs into Pyrazoles and Pyridazinones. International Journal of Molecular Sciences, 24(18), [14234]. https://doi.org/10.3390/ijms241814234 1661-6596 Final All Open Access, Gold, Green https://www.scopus.com/inward/record.uri?eid=2-s2.0-85172930115&doi=10.3390%2fijms241814234&partnerID=40&md5=dc1fe14083277d15f1b0405eb58d0ad0 https://www.mdpi.com/1422-0067/24/18/14234/pdf?version=1695036729 http://elar.urfu.ru/handle/10995/130834 10.3390/ijms241814234 85172930115 |
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| Язык |
en
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| Связанные ресурсы |
info:eu-repo/grantAgreement/RSF//23-23-00425
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| Права |
Open access (info:eu-repo/semantics/openAccess)
cc-by https://creativecommons.org/licenses/by/4.0/ |
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| Формат |
application/pdf
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| Издатель |
Multidisciplinary Digital Publishing Institute (MDPI)
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| Источник |
International Journal of Molecular Sciences
International Journal of Molecular Sciences |
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