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Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids. / Wang, S.; Zonov, Ya V.; Karpov, V. M. et al.

In: Russian Journal of Organic Chemistry, Vol. 60, No. 1, 01.2024, p. 1-11.

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

Harvard

Wang, S, Zonov, YV, Karpov, VM & Mezhenkova, TV 2024, 'Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids', Russian Journal of Organic Chemistry, vol. 60, no. 1, pp. 1-11. https://doi.org/10.1134/S1070428024010019

APA

Wang, S., Zonov, Y. V., Karpov, V. M., & Mezhenkova, T. V. (2024). Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids. Russian Journal of Organic Chemistry, 60(1), 1-11. https://doi.org/10.1134/S1070428024010019

Vancouver

Wang S, Zonov YV, Karpov VM, Mezhenkova TV. Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids. Russian Journal of Organic Chemistry. 2024 Jan;60(1):1-11. doi: 10.1134/S1070428024010019

Author

Wang, S. ; Zonov, Ya V. ; Karpov, V. M. et al. / Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids. In: Russian Journal of Organic Chemistry. 2024 ; Vol. 60, No. 1. pp. 1-11.

BibTeX

@article{b3bb2adc0b104a368d8996463efd3f72,
title = "Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids",
abstract = "Acid-catalyzed carbonylation of a series of polyfluorinated benzocyclobuten-1-ols, as well as cyclic sulfuric acid esters derived from benzocyclobutene-1,2-diols, with carbon monoxide in the presence of TfOH and FSO3H–SbF5 gave both CO addition products with retention of the four-membered ring (the corresponding carboxylic acids) and carbonylation products. In the latter case, the reaction was accompanied by ring opening, ring opening with subsequent heterocyclization to isochroman derivatives, and ring expansion to five-membered cycle. Polycyclic dimeric products were also formed in some cases.",
keywords = "alcohols, antimony pentafluoride, carbonylation, carboxylic acids, fluorosulfonic acid, polyfluorinated benzocyclobutenes, trifluoromethanesulfonic acid",
author = "S. Wang and Zonov, {Ya V.} and Karpov, {V. M.} and Mezhenkova, {T. V.}",
note = "S. Wang thanks the China Scholarship Council for financial support.",
year = "2024",
month = jan,
doi = "10.1134/S1070428024010019",
language = "English",
volume = "60",
pages = "1--11",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "1",

}

RIS

TY - JOUR

T1 - Carbonylation and Other Transformations of Polyfluorobenzocyclobutenols in Superacids

AU - Wang, S.

AU - Zonov, Ya V.

AU - Karpov, V. M.

AU - Mezhenkova, T. V.

N1 - S. Wang thanks the China Scholarship Council for financial support.

PY - 2024/1

Y1 - 2024/1

N2 - Acid-catalyzed carbonylation of a series of polyfluorinated benzocyclobuten-1-ols, as well as cyclic sulfuric acid esters derived from benzocyclobutene-1,2-diols, with carbon monoxide in the presence of TfOH and FSO3H–SbF5 gave both CO addition products with retention of the four-membered ring (the corresponding carboxylic acids) and carbonylation products. In the latter case, the reaction was accompanied by ring opening, ring opening with subsequent heterocyclization to isochroman derivatives, and ring expansion to five-membered cycle. Polycyclic dimeric products were also formed in some cases.

AB - Acid-catalyzed carbonylation of a series of polyfluorinated benzocyclobuten-1-ols, as well as cyclic sulfuric acid esters derived from benzocyclobutene-1,2-diols, with carbon monoxide in the presence of TfOH and FSO3H–SbF5 gave both CO addition products with retention of the four-membered ring (the corresponding carboxylic acids) and carbonylation products. In the latter case, the reaction was accompanied by ring opening, ring opening with subsequent heterocyclization to isochroman derivatives, and ring expansion to five-membered cycle. Polycyclic dimeric products were also formed in some cases.

KW - alcohols

KW - antimony pentafluoride

KW - carbonylation

KW - carboxylic acids

KW - fluorosulfonic acid

KW - polyfluorinated benzocyclobutenes

KW - trifluoromethanesulfonic acid

UR - https://www.scopus.com/record/display.uri?eid=2-s2.0-85191352849&origin=inward&txGid=682c8f1e7a4220d6141b201ab38c2aba

UR - https://www.webofscience.com/wos/woscc/full-record/WOS:001210966300023

UR - https://www.mendeley.com/catalogue/6e4f6ff9-f70e-3988-bf16-41df8e3ebf76/

U2 - 10.1134/S1070428024010019

DO - 10.1134/S1070428024010019

M3 - Article

VL - 60

SP - 1

EP - 11

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 1

ER -

ID: 61171897