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Three-step regioselective synthesis of 2,3-difluorohalobenzenes using tetrafluoroethylene and buta-1,3-diene as starting building blocks

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Abstract

The gas-phase copyrolysis of tetrafluoroethylene and buta-1,3-diene in a flow tube reactor at 490–510 °C gives 3,3,4,4-tetrafluorocyclohex-1-ene, which is selectively converted to 1-bromo- or 1-chloro-2,3-difluorobenzene via intermediate steps of halogenation and dehydrohalogenation.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    N. V. Volchkov, M. B. Lipkind, O. M. Nefedov & M. P. Egorov

Authors
  1. N. V. Volchkov
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  2. M. B. Lipkind
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  3. O. M. Nefedov
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  4. M. P. Egorov
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Correspondence to N. V. Volchkov.

Additional information

Dedicated to Academician of the Russian Academy of Sciences V. N. Charushin on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 5, pp. 925–932, May, 2021.

The authors are grateful to the Program for Development of Scientific Schools of the N. D. Zelinsky Institute of Organic Chemistry (Russian Academy of Sciences) for financial support of the present studies (Project “New Methodologies of Organic and Organoelement Synthesis on the Basis of Detailed Study of Mechanisms and Intermediates of Chemical Reactions”).

This work does not contain descriptions of studies on animals or humans.

The authors declare no competing interests.

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Volchkov, N.V., Lipkind, M.B., Nefedov, O.M. et al. Three-step regioselective synthesis of 2,3-difluorohalobenzenes using tetrafluoroethylene and buta-1,3-diene as starting building blocks. Russ Chem Bull 70, 925–932 (2021). https://doi.org/10.1007/s11172-021-3168-5

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  • DOI: https://doi.org/10.1007/s11172-021-3168-5

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