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Synthesis of 6,7‐Dihydropyrrolo[2,1‐c][1,3]thiazino[3,2‐a]pyrazine‐4(11bH)‐(thi)ones from 1,2‐Dithiolo‐3‐(thi)ones Научная публикация

Журнал European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690
Вых. Данные Год: 2019, Том: 2019, Номер: 26, Страницы: 4149-4158 Страниц : 10 DOI: 10.1002/ejoc.201900142
Авторы Ogurtsov Vladimir A. 1 , Karpychev Yury V. 2 , Nelyubina Yulia V. 3 , Primakov Petr V. 3,4 , Koutentis Panayiotis A. 5 , Rakitin Oleg A. 1,6
Организации
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow Russia
2 JSC State Scientific Research Institute “Kristall” 606007 Dzerzhinsk, Nizhny Novgorod Region Russian Federation
3 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991 Moscow Russia
4 Department of Chemistry, Moscow State, 119899 Moscow, Russia
5 Department of Chemistry, University of Cyprus, P. O. Box 20537, 1678 Nicosia Cyprus
6 Nanotechnology Education and Research Center, South Ural State University, 454080 Chelyabinsk Russian Federation

Реферат: An efficient synthesis of 6,7-dihydropyrrolo[2,1-c][1,3]thi-azino[3,2-a]pyrazine-4(11bH)-(thi)ones from readily available 1,2-di-thiolo-3-(thi)ones and 3,4-dihydropyrrolo[1,2-a]pyrazine is reported. The S2 atom in both monocyclic and fused 1,2-dithioles is selectively replaced by aminomethylene to afford fused, rigid six-membered 1,3-thiazines. The scope of this two-step one-pot reaction was investigated: 1,2-dithiolo-3-ones were more reactive than the corresponding 1,2-dithiole-3-thiones. Optimized reaction conditions and a mechanistic rationale for the ring transformation are presented.
Библиографическая ссылка: Ogurtsov V.A. , Karpychev Y.V. , Nelyubina Y.V. , Primakov P.V. , Koutentis P.A. , Rakitin O.A.
Synthesis of 6,7‐Dihydropyrrolo[2,1‐c][1,3]thiazino[3,2‐a]pyrazine‐4(11bH)‐(thi)ones from 1,2‐Dithiolo‐3‐(thi)ones
European Journal of Organic Chemistry. 2019. V.2019. N26. P.4149-4158. DOI: 10.1002/ejoc.201900142 WOS Scopus OpenAlex
Идентификаторы БД:
Web of science: WOS:000475679400008
Scopus: 2-s2.0-85064008405
OpenAlex: W2924967724
Цитирование в БД:
БД Цитирований
OpenAlex 10
Scopus 11
Web of science 11
Альметрики: