Research output: Contribution to journal › Article › peer-review
Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4. / Wang, S.; Golokhvastova, D. S.; Zonov, Ya V. et al.
In: Russian Journal of Organic Chemistry, Vol. 58, No. 6, 06.2022, p. 780-790.Research output: Contribution to journal › Article › peer-review
}
TY - JOUR
T1 - Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4
AU - Wang, S.
AU - Golokhvastova, D. S.
AU - Zonov, Ya V.
AU - Karpov, V. M.
AU - Mezhenkova, T. V.
AU - Gatilov, Yu V.
N1 - Funding Information: The authors thank the Joint Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for performing spectral and analytical measurements. S. Wang thanks the China Scholarship Council for financial support. Publisher Copyright: © 2022, Pleiades Publishing, Ltd.
PY - 2022/6
Y1 - 2022/6
N2 - 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.
AB - 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.
KW - benzocyclobutenone
KW - indanone
KW - lithium tetrahydroborate
KW - polyfluorinated alcohol
KW - reduction
KW - tetralone
UR - http://www.scopus.com/inward/record.url?scp=85135608792&partnerID=8YFLogxK
UR - https://www.mendeley.com/catalogue/e908c0e9-762f-362f-a366-c3bd39e7d668/
U2 - 10.1134/S1070428022060045
DO - 10.1134/S1070428022060045
M3 - Article
AN - SCOPUS:85135608792
VL - 58
SP - 780
EP - 790
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 6
ER -
ID: 36821549