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Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles Научная публикация

Журнал Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285
Вых. Данные Год: 2022, Том: 71, Номер: 3, Страницы: 474-478 Страниц : 5 DOI: 10.1007/s11172-022-3435-0
Авторы Starosotnikov A.M. 1 , Bastrakov M.A. 1 , Kokorekin V.A. 1
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation

Реферат: The reaction of highly electrophilic azolo[b]pyridines with pyrrole and indole derivatives as nucleophiles afforded 1,4-addition products to the pyridine ring. The reactions of structurally similar meta-dinitrobenzo-fused heterocycles (furoxan, thiadiazole, selenadiazole, pyridine) with C-nucleophiles (salts of ketones and 2-nitropropane) gave stable anionic σ-complexes in high yields. Their oxidation led to rearomatization with the formation of the corresponding products of substitution of a hydrogen atom with the nucleophile. The oxidation was generally accompanied by the decomposition of σ-complexes into the parent compounds.
Библиографическая ссылка: Starosotnikov A.M. , Bastrakov M.A. , Kokorekin V.A.
Synthesis of stable adducts of highly electrophilic nitro(het)arenes with С-nucleophiles
Russian Chemical Bulletin. 2022. V.71. N3. P.474-478. DOI: 10.1007/s11172-022-3435-0 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000787316800007
Scopus: 2-s2.0-85128861250
OpenAlex: W4224441350
Цитирование в БД:
БД Цитирований
OpenAlex 10
Scopus 10
Web of science 10
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