Efficient Synthesis of 4,8-Dibromo Derivative of Strong Electron-Deficient Benzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole) and Its SNAr and Cross-Coupling Reactions Научная публикация
| Журнал |
Molecules
ISSN: 1420-3049 |
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| Вых. Данные | Год: 2022, Том: 27, Номер: 21, Номер статьи : 7372, Страниц : DOI: 10.3390/molecules27217372 | ||||||
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Реферат:
An efficient synthesis of hydrolytically and thermally stable 4,8-dibromobenzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole) by the bromination of its parent heterocycle is reported. The structure of 4,8-dibromobenzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole) was confirmed by X-ray analysis. The conditions for the selective aromatic nucleophilic substitution of one bromine atom in this heterocyclic system by nitrogen nucleophiles are found, whereas thiols formed the bis-derivatives only. Suzuki–Miyaura cross-coupling reactions were found to be an effective method for the selective formation of various mono- and di(het)arylated derivatives of strong electron-deficient benzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole), and Stille coupling can be employed for the preparation of bis-arylated heterocycles, which can be considered as useful building blocks for the synthesis of DSSCs and OLEDs components.
Библиографическая ссылка:
Chmovzh T.N.
, Alekhina D.A.
, Kudryashev T.A.
, Rakitin O.A.
Efficient Synthesis of 4,8-Dibromo Derivative of Strong Electron-Deficient Benzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole) and Its SNAr and Cross-Coupling Reactions
Molecules. 2022. V.27. N21. 7372 . DOI: 10.3390/molecules27217372 WOS Scopus OpenAlex
Efficient Synthesis of 4,8-Dibromo Derivative of Strong Electron-Deficient Benzo[1,2-d:4,5-d’]bis([1,2,3]thiadiazole) and Its SNAr and Cross-Coupling Reactions
Molecules. 2022. V.27. N21. 7372 . DOI: 10.3390/molecules27217372 WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:000881457000001 |
| Scopus: | 2-s2.0-85141651850 |
| OpenAlex: | W4308127624 |