Synthetic Approaches to Fluorinated Derivatives of 4-(vinylthio)pyridine | Sciact - CRIS-система Института катализа

Synthetic Approaches to Fluorinated Derivatives of 4-(vinylthio)pyridine Научная публикация

Журнал

Journal of Fluorine Chemistry
ISSN: 0022-1139

Вых. Данные

Год: 2022, Том: 264, Номер статьи : 110063, Страниц : 9 DOI: 10.1016/j.jfluchem.2022.110063

Ключевые слова

Pentafluoropyridine; Aromatic nucleophilic substitution; Fluorinated heterocycles; Pyridyl vinyl sulfide; Pyridyl vinyl sulfone

Авторы

Politanskaya Larisa ¹ , Khasanov Bulat ^1,2 , Patapov Alexander ³

Организации

1	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences, Ac. Lavrentiev Avenue, 9, Novosibirsk 630090, Russian Federation
2	Novosibirsk State University, Pirogova Street, 2, Novosibirsk 630090, Russian Federation
3	Boreskov Institute of Catalysis, Siberian Branch of Russian Academy of Sciences, Ac. Lavrentiev Avenue, 5, Novosibirsk 630090, Russian Federation

Информация о финансировании (1)

Министерство науки и высшего образования Российской Федерации (с 15 мая 2018)

FWUE-2022-0002 (122040400035-3)

An effective strategy for the synthesis of new polyfluoropyridine derivatives, which are valuable building blocks in the synthesis of potentially biologically active fluorine-containing compounds, has been developed. A series of fluorinated derivatives of 4-(vinylthio)pyridine have been synthesized, starting from pentafluoropyridine and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms and elimination process. The obtained derivatives with NHAlk-substituents at position 2-, are of interest as new heteroaryl vinyl sulfide components that can be used in the synthesis of more complex fluorine-containing structures. The possibility of oxidation of tetrafluoro-4-(vinylthio)pyridine to the corresponding heteroaryl vinyl sulfone has been demonstrated. It was found that the resulting tetrafluoro-4-(vinylsulfonyl)pyridine reacted with cycloheptanamine under basic conditions to form a heterocyclic framework containing fragments of pyridine and 3,4-dihydro-2H-1,4-thiazine 1,1-dioxide.

Politanskaya L. , Khasanov B. , Patapov A.
Synthetic Approaches to Fluorinated Derivatives of 4-(vinylthio)pyridine
Journal of Fluorine Chemistry. 2022. V.264. 110063 :1-9. DOI: 10.1016/j.jfluchem.2022.110063 WOS Scopus РИНЦ CAPlus OpenAlex

Поступила в редакцию:	18 сент. 2022 г.
Принята к публикации:	24 нояб. 2022 г.
Опубликована online:	28 нояб. 2022 г.
Опубликована в печати:	1 дек. 2022 г.

Web of science:	WOS:000893562800006
Scopus:	2-s2.0-85142740851
РИНЦ:	50509241
Chemical Abstracts:	2022:3027220
OpenAlex:	W4310243816

БД	Цитирований
Scopus	2
Web of science	1
РИНЦ	2
OpenAlex	2