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Carbonylation of Polyfluorobenzocyclobutenones in a SbF5 Medium

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Abstract

The carbonylation of perfluoro-2-R-benzocyclobutenones (R = F, CF3, C2F5, C6F5) in a CO-SbF5 system is accompanied by transformations of the four-membered cycle in the substrate to form polyfluorinated 1H-isochromene derivatives. The reaction of perfluoro-2-R-benzocyclobutenes (R = F, CF3, C2F5) with (CF3CO)2O or CF3COOH in a SbF5 medium in a sealed ampule involves formation of polyfluorobenzocyclobutenones and their carbonylation under the reaction conditions.

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Acknowledgments

The authors are grateful to the Chemical Research Center for Collective Use, Siberian Branch, Russian Academy of Sciences, for spectral and analytical measurements.

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Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    Ya. V. Zonov, V. M. Karpov & T. V. Mezhenkova

  2. Novosibirsk State University, ul. Pirogova 2, Novosibirsk, 630090, Russia

    Ya. V. Zonov

Authors
  1. Ya. V. Zonov
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  2. V. M. Karpov
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  3. T. V. Mezhenkova
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Corresponding author

Correspondence to Ya. V. Zonov.

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Conflict of Interest

The authors declare no conflict of interest.

Russian Text © The Author(s), 2019, published in Zhurnal Organicheskoi Khimii, 2019, Vol. 55, No. 8, pp. 1193–1202.

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Zonov, Y.V., Karpov, V.M. & Mezhenkova, T.V. Carbonylation of Polyfluorobenzocyclobutenones in a SbF5 Medium. Russ J Org Chem 55, 1103–1111 (2019). https://doi.org/10.1134/S1070428019080086

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  • DOI: https://doi.org/10.1134/S1070428019080086

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