Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4

Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4 Научная публикация

Журнал

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Вых. Данные

Год: 2022, Том: 58, Номер: 6, Страницы: 780-790 Страниц : 11 DOI: 10.1134/s1070428022060045

Ключевые слова

polyfluorinated alcohol, benzocyclobutenone, indanone, tetralone, reduction, lithium tetrahydroborate

Авторы

Wang S. ^1,2 , Golokhvastova D.S. ^1,2 , Zonov Ya.V. ^1,2 , Karpov V.M. ¹ , Mezhenkova T.V. ¹ , Gatilov Yu.V. ¹

Организации

1	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia
2	Novosibirsk State University, 630090, Novosibirsk, Russia

The reduction of polyfluorinated benzocycloalken-1-ones, perfluoro-2,3-dihydrobenzofuran-3-one, and perfluorinated diaryl and alkyl aryl ketones with lithium tetrahydridoborate in diethyl ether gave the corresponding alcohols. The reduction of perfluorinated 2-methyl- and 2-hydroxy-2-phenylbenzocyclobutenones was accompanied by opening of the four-membered ring with the formation of (perfluoro-2-vinylphenyl)methanol and [2-(hydroxymethyl)tetrafluorophenyl](pentafluorophenyl)methanol, respectively. Polyfluorinated benzocycloalkenediols were obtained in the reduction of dicarbonyl derivatives of perfluorinated benzocyclobutene, indan, and tetralin.

Wang S. , Golokhvastova D.S. , Zonov Y.V. , Karpov V.M. , Mezhenkova T.V. , Gatilov Y.V.
Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4
Russian Journal of Organic Chemistry. 2022. V.58. N6. P.780-790. DOI: 10.1134/s1070428022060045 WOS РИНЦ

Ван С. , Голохвастова Д.С. , Зонов Я.В. , Карпов В.М. , Меженкова Т.В. , Гатилов Ю.В.
ВОССТАНОВЛЕНИЕ ПЕРФТОРБЕНЗОЦИКЛОАЛКЕНОНОВ И ДРУГИХ ПОЛИФТОРАРИЛКЕТОНОВ В СПИРТЫ ПОД ДЕЙСТВИЕМ LiBH4
Журнал органической химии (RUSS J ORG CHEM+). 2022. Т.58. №6. С.619-631. DOI: 10.31857/S0514749222060040

Поступила в редакцию:	12 нояб. 2021 г.
Принята к публикации:	26 нояб. 2021 г.
Опубликована online:	8 авг. 2022 г.

Web of science	WOS:000837686700004
РИНЦ	53375834
OpenAlex	W4293150457