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

Journal Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393
Output data Year: 2022, Volume: 58, Number: 6, Pages: 780-790 Pages count : 11 DOI: 10.1134/s1070428022060045
Tags polyfluorinated alcohol, benzocyclobutenone, indanone, tetralone, reduction, lithium tetrahydroborate
Authors 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
Affiliations
1 Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Russia
2 Novosibirsk State University, 630090, Novosibirsk, Russia

Abstract: 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.
Cite: 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 OpenAlex
Original: 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
Dates:
Submitted: Nov 12, 2021
Accepted: Nov 26, 2021
Published online: Aug 8, 2022
Identifiers:
Web of science: WOS:000837686700004
Elibrary: 53375834
OpenAlex: W4293150457
Citing:
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OpenAlex 5
Web of science 4
Elibrary 5
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