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Reaction of Polyfluorinated Benzocyclobutenes with Oleum. / Golokhvastova, D. S.; Zonov, Ya V.; Karpov, V. M. et al.

In: Russian Journal of Organic Chemistry, Vol. 59, No. 1, 01.01.2023, p. 29-37.

Research output: Contribution to journal › Article › peer-review

Harvard

Golokhvastova, DS, Zonov, YV, Karpov, VM & Mezhenkova, TV 2023, 'Reaction of Polyfluorinated Benzocyclobutenes with Oleum', Russian Journal of Organic Chemistry, vol. 59, no. 1, pp. 29-37. https://doi.org/10.1134/S1070428023010025

APA

Golokhvastova, D. S., Zonov, Y. V., Karpov, V. M., & Mezhenkova, T. V. (2023). Reaction of Polyfluorinated Benzocyclobutenes with Oleum. Russian Journal of Organic Chemistry, 59(1), 29-37. https://doi.org/10.1134/S1070428023010025

Vancouver

Golokhvastova DS, Zonov YV, Karpov VM, Mezhenkova TV. Reaction of Polyfluorinated Benzocyclobutenes with Oleum. Russian Journal of Organic Chemistry. 2023 Jan 1;59(1):29-37. doi: 10.1134/S1070428023010025

Author

Golokhvastova, D. S. ; Zonov, Ya V. ; Karpov, V. M. et al. / Reaction of Polyfluorinated Benzocyclobutenes with Oleum. In: Russian Journal of Organic Chemistry. 2023 ; Vol. 59, No. 1. pp. 29-37.

BibTeX

@article{8d78504b76e746df9e641e5305347159,
title = "Reaction of Polyfluorinated Benzocyclobutenes with Oleum",
abstract = "Perfluorinated 1-methyl- and 1-ethylbenzocyclobutenes and 2-methyl- and 2-ethylbenzocyclo­butenones reacted with 20% oleum at 150°C to give mixtures of almost equimolar amounts of 3-perfluoroalkyl-4,5,6,7-tetrafluorophthalides and perfluoro-3-hydroxy-3-alkylphthalides. In addition to these products, the reac­tion of perfluoro-2-methylbenzocyclobutenone with oleum at 100°C afforded perfluoro-2-hydroxy-2-methylbenzo­cyclobutenone. The reaction of perfluoro-2-phenylbenzocyclobutenone with oleum produced perfluoro-2-benzoylbenzoic acid, whereas polyfluorobenzocyclobutene-1,2-diols were converted to the corresponding cyclic sulfates.",
keywords = "2-hydroxybenzocyclobutenone, benzocyclobutene-1,2-diol, benzocyclobutenone, oleum, phthalide, polyfluorinated benzocyclobutene",
author = "Golokhvastova, {D. S.} and Zonov, {Ya V.} and Karpov, {V. M.} and Mezhenkova, {T. V.}",
note = "The authors thank joint Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for providing facilities for spectral and analytical studies.",
year = "2023",
month = jan,
day = "1",
doi = "10.1134/S1070428023010025",
language = "English",
volume = "59",
pages = "29--37",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "1",

}

RIS

TY - JOUR

T1 - Reaction of Polyfluorinated Benzocyclobutenes with Oleum

AU - Golokhvastova, D. S.

AU - Zonov, Ya V.

AU - Karpov, V. M.

AU - Mezhenkova, T. V.

N1 - The authors thank joint Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for providing facilities for spectral and analytical studies.

PY - 2023/1/1

Y1 - 2023/1/1

N2 - Perfluorinated 1-methyl- and 1-ethylbenzocyclobutenes and 2-methyl- and 2-ethylbenzocyclo­butenones reacted with 20% oleum at 150°C to give mixtures of almost equimolar amounts of 3-perfluoroalkyl-4,5,6,7-tetrafluorophthalides and perfluoro-3-hydroxy-3-alkylphthalides. In addition to these products, the reac­tion of perfluoro-2-methylbenzocyclobutenone with oleum at 100°C afforded perfluoro-2-hydroxy-2-methylbenzo­cyclobutenone. The reaction of perfluoro-2-phenylbenzocyclobutenone with oleum produced perfluoro-2-benzoylbenzoic acid, whereas polyfluorobenzocyclobutene-1,2-diols were converted to the corresponding cyclic sulfates.

AB - Perfluorinated 1-methyl- and 1-ethylbenzocyclobutenes and 2-methyl- and 2-ethylbenzocyclo­butenones reacted with 20% oleum at 150°C to give mixtures of almost equimolar amounts of 3-perfluoroalkyl-4,5,6,7-tetrafluorophthalides and perfluoro-3-hydroxy-3-alkylphthalides. In addition to these products, the reac­tion of perfluoro-2-methylbenzocyclobutenone with oleum at 100°C afforded perfluoro-2-hydroxy-2-methylbenzo­cyclobutenone. The reaction of perfluoro-2-phenylbenzocyclobutenone with oleum produced perfluoro-2-benzoylbenzoic acid, whereas polyfluorobenzocyclobutene-1,2-diols were converted to the corresponding cyclic sulfates.

KW - 2-hydroxybenzocyclobutenone

KW - benzocyclobutene-1,2-diol

KW - benzocyclobutenone

KW - oleum

KW - phthalide

KW - polyfluorinated benzocyclobutene

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85150943358&origin=inward&txGid=2b7b30bb992b939ee7c5053b10674258

UR - https://www.mendeley.com/catalogue/117ac344-07e4-3071-af08-e54393408250/

U2 - 10.1134/S1070428023010025

DO - 10.1134/S1070428023010025

M3 - Article

VL - 59

SP - 29

EP - 37

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 1

ER -

ID: 55123238