Вид документа : Статья из журнала Шифр издания : Г/B 68 Автор(ы) : Akulov A. A., Varaksin M. V., Tsmokalyuk A. N., Charushin V. N., Chupakhin O. N. Заглавие : Blue-light-promoted radical c-h azolation of cyclic nitrones enabled by selectfluor® Место публикации : Green Chemistry. - 2021. - Vol. 23, № 5. - С. 2049-2057 ББК : Г Предметные рубрики: ХИМИЧЕСКИЕ НАУКИ Аннотация: An original approach to achieve the C(sp2)–H azolation of cyclic aldonitrones mediated by Selectfluor® has first been employed. By exploiting a metal-free, visible-light-promoted cross-dehydrogenative C–N coupling reaction between model aldonitrones, 2H-imidazole 1-oxides, and NH-containing azoles, a series of novel azaheterocyclic derivatives have been obtained in yields up to 94%. The elaborated protocol has proved to be appropriate for gram-scale processes and displayed potential for utilization in the synthesis of novel structural analogues of lanabecestat. Besides, mechanistic studies have revealed that this coupling reaction is likely to proceed via a nitroxide-involving radical pathway, encompassing a chain of electron transfer events, such as hydrogen atom transfer (HAT) and single electron transfer (SET). Доп.точки доступа: Akulov, A. A.; Varaksin, M. V.; Tsmokalyuk, A. N.; Charushin, V. N.; Chupakhin, O. N.