MnO2-Mediated Oxidative Cyclization of “Formal” Schiff’s Bases: Easy Access to Diverse Naphthofuro-Annulated Triazines
Электронный научный архив УРФУ
Информация об архиве | Просмотр оригинала| Поле | Значение | |
| Заглавие |
MnO2-Mediated Oxidative Cyclization of “Formal” Schiff’s Bases: Easy Access to Diverse Naphthofuro-Annulated Triazines
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| Автор |
Fatykhov, R. F.
Khalymbadzha, I. A. Sharapov, A. D. Potapova, A. P. Mochulskaya, N. N. Tsmokalyuk, A. N. Ivoilova, A. V. Mozharovskaia, P. N. Santra, S. Chupakhin, O. N. |
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| Тематика |
1,2,4-TRIAZINE
CROSS-COUPLING MANGANESE(IV) OXIDE OXIDATIVE CYCLIZATION PHENOLS |
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| Описание |
A different type of MnO2-induced oxidative cyclization of dihydrotriazines has been developed. These dihydrotriazines are considered as a “formal” Schiff’s base. This method provided easy access to naphthofuro-fused triazine via the C-C/C-O oxidative coupling reaction. The reaction sequence comprised the nucleophilic addition of 2-naphthol or phenol to 1,2,4-triazine, followed by oxidative cyclization. The scope and limitations of this novel coupling reaction have been investigated. Further application of the synthesized compound has been demonstrated by synthesizing carbazole-substituted benzofuro-fused triazines. The scalability of the reaction was demonstrated at a 40 mmol load. The mechanistic study strongly suggests that this reaction proceeds through the formation of an O-coordinated manganese complex. © 2022 by the authors.
Russian Science Foundation, RSF, (21-13-00304) Council on grants of the President of the Russian Federation This research was funded by the Russian Scientific Foundation (Grant #21-13-00304, synthesis of compounds 4) and the Council on Grants of the President of the Russian Federation (Ref. #NSh- 1223.2022.1.3, synthesis of the starting compounds 1 and DFT studies). |
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| Дата |
2024-04-08T11:06:36Z
2024-04-08T11:06:36Z 2022 |
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| Тип |
Article
Journal article (info:eu-repo/semantics/article) Published version (info:eu-repo/semantics/publishedVersion) |
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| Идентификатор |
Fatykhov, RF, Khalymbadzha, IA, Sharapov, AD, Potapova, AP, Mochulskaya, NN, Tsmokalyuk, AN, Ivoilova, AV, Mozharovskaia, PN, Santra, S & Chupakhin, ON 2022, 'MnO2-Mediated Oxidative Cyclization of “Formal” Schiff’s Bases: Easy Access to Diverse Naphthofuro-Annulated Triazines', Molecules, Том. 27, № 20, 7105. https://doi.org/10.3390/molecules27207105
Fatykhov, R. F., Khalymbadzha, I. A., Sharapov, A. D., Potapova, A. P., Mochulskaya, N. N., Tsmokalyuk, A. N., Ivoilova, A. V., Mozharovskaia, P. N., Santra, S., & Chupakhin, O. N. (2022). MnO2-Mediated Oxidative Cyclization of “Formal” Schiff’s Bases: Easy Access to Diverse Naphthofuro-Annulated Triazines. Molecules, 27(20), [7105]. https://doi.org/10.3390/molecules27207105 1420-3049 Final All Open Access; Gold Open Access; Green Open Access https://www.mdpi.com/1420-3049/27/20/7105/pdf?version=1666333720 https://www.mdpi.com/1420-3049/27/20/7105/pdf?version=1666333720 http://elar.urfu.ru/handle/10995/131319 10.3390/molecules27207105 85140774223 000875267500001 |
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| Язык |
en
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| Связанные ресурсы |
info:eu-repo/grantAgreement/RSF//21-13-00304
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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 |
MDPI
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| Источник |
Molecules
Molecules |
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