DABCO‐Promoted Selective Photochemical C−N Coupling: Access to Unsymmetrical Azahelicenes Научная публикация
| Журнал |
Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150 |
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| Вых. Данные | Год: 2023, Том: 365, Номер: 21, Страницы: 3690-3703 Страниц : 14 DOI: 10.1002/adsc.202300833 | ||
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Реферат:
A multifaceted study on the effect of various factors on the efficiency of photocyclization of naphthofuran O-acyl oximes was performed. It showed that without any additives or in the presence of electron acceptors, the reaction occurs by a radical pathway and with low chemoselectivity, while DABCO promotes intramolecular cyclization to give naphthofuroquinolines (NFQs) in 34–87% yields. The iminyl radical formed under UV irradiation in the presence of DABCO due to single electron transfer (SET) and N−O bond cleavage undergoes selective intramolecular homolytic aromatic substitution (HAS) with formation of a new C−N bond. This route to quinoline-annulated scaffolds is based on the use of DABCO both as an electron transfer agent and a proton acceptor.
Библиографическая ссылка:
Shirinian V.Z.
, Balakhonov R.
, Mekeda I.
DABCO‐Promoted Selective Photochemical C−N Coupling: Access to Unsymmetrical Azahelicenes
Advanced Synthesis & Catalysis. 2023. V.365. N21. P.3690-3703. DOI: 10.1002/adsc.202300833 WOS Scopus OpenAlex
DABCO‐Promoted Selective Photochemical C−N Coupling: Access to Unsymmetrical Azahelicenes
Advanced Synthesis & Catalysis. 2023. V.365. N21. P.3690-3703. DOI: 10.1002/adsc.202300833 WOS Scopus OpenAlex
Идентификаторы БД:
| Web of science: | WOS:001072898500001 |
| Scopus: | 2-s2.0-85172678112 |
| OpenAlex: | W4386759780 |