Cyclic Vinyl Ethers as the Products of Cyclisation of 2,5,5-Triethyl-2-alkynyl-3,4-bis(hydroxymethyl)pyrrolidine-1-oxyls

Cyclic Vinyl Ethers as the Products of Cyclisation of 2,5,5-Triethyl-2-alkynyl-3,4-bis(hydroxymethyl)pyrrolidine-1-oxyls Научная публикация

Журнал

Chemistry for Sustainable Development
ISSN: 1817-1818

Вых. Данные

Год: 2024, Том: 32, Номер: 4, Страницы: 460-466 Страниц : 7 DOI: 10.15372/CSD2024578

Авторы

Gulman M.M. ^1,2 , Dobrynin S.A. ¹ , Gatilov Yu.V. ¹ , Kirilyuk I.A. ¹

Организации

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
2	Novosibirsk State University, Novosibirsk, Russia

2,5,5-Triethyl-2-alkynyl-3,4-bis(hydroxymethyl)pyrrolidine-1-oxyls (alkynyl = C≡CR, and R = H (2), C(Me)2OH (1), Ph (7)) undergo cyclisation on heating with sodium hydroxide to form cyclic vinyl ethers, the derivatives of 6-methylene-hexahydro-1 H -furo[3,4-b]pyrrole-1-oxyl. A bicyclic radical derived from radicals 1 or 2 is capable of reversible addition of alcohols to the vinyl group in the presence of acids. Cyclisation of radical 7 in the acid environment in the presence of mercury acetate follows a different route, with the formation of 2,2,7a-triethyl-3-(hydroxymethyl)-6-phenyl-1,2,3,3a,4,7a-hexahydropyrano[4,3-b]pyrrole-1-oxyl.

Gulman M.M. , Dobrynin S.A. , Gatilov Y.V. , Kirilyuk I.A.
Cyclic Vinyl Ethers as the Products of Cyclisation of 2,5,5-Triethyl-2-alkynyl-3,4-bis(hydroxymethyl)pyrrolidine-1-oxyls
Chemistry for Sustainable Development. 2024. V.32. N4. P.460-466. DOI: 10.15372/CSD2024578 WOS РИНЦ OpenAlex

Гульман М.М. , Добрынин С.А. , Гатилов Ю.В. , Кирилюк И.А.
Циклические виниловые эфиры - продукты циклизации 2,5,5-триэтил-2-алкинил-3,4-бис(гидроксиметил)пирролидин-1-оксилов
Химия в интересах устойчивого развития. 2024. Т.32. №4. С.475-481. DOI: 10.15372/khur2024578 РИНЦ CAPlus OpenAlex

Поступила в редакцию:	27 апр. 2024 г.
Принята к публикации:	12 июл. 2024 г.
Опубликована online:	14 нояб. 2024 г.

Web of science:	WOS:001358133800001
РИНЦ:	74528461
OpenAlex:	W4404725939