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N-3,3,3-Trifluoropropenyl derivatives of azoles

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Chemistry of Heterocyclic Compounds Aims and scope

The reaction of trans-1-chloro-3,3,3-trifluoropropene with nitrogenous heterocycles was studied, the relationships between the nature of the heterocycle, the reaction temperature, and the ratio of cis- and trans-isomers in the final substitution products were considered. Azoles containing a trans-3,3,3-trifluoropropenyl group at the nitrogen atom were isolated.

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References

  1. Sicard, A. J.; Baker, T. R. Chem. Rev. 2020, 120, 9164.

    Article  CAS  Google Scholar 

  2. Ruh, R. P. US Patent 2739987, 1956.

  3. Komata, T.; Hosoi, K.; Akiba, S. WO Patent 2007/37119A1.

  4. Komata, T.; Hosoi, K.; Akiba, S. EP Patent 1950191 A1, 2008.

  5. Yamazaki, T.; Miyazaki, E.; Takada, N. JP Patent 5816037B2, 2015.

  6. Paul, S. A.; Doran, M.; Hodgson, E. J.; Murray, J. H.; Flaherty, S. WO Patent 2016/132111.

  7. Liu, Y. Q.; Huang, H. M.; Liu, J.; Singh, R. R. US Patent 2017/349519A1.

  8. Yasuyuki, G.; Kenji, H. JP Patent 6299011B2, 2018.

  9. Mushta, O. I.; Kremlev, M. M.; Filatov, A. A.; Yagupolskii, Yu. L. J. Fluorine Chem. 2020, 232, 109456.

  10. Miyagava, A.; Naka, M.; Yamazaki, T.; Kawasaki-Takasuka, T. Eur. J. Org. Chem. 2009, 4395.

  11. Komata, T.; Fujiwara, M.; Akiba, S.; Hosoi, K.; Narizuka, S. WO Patent 2006/046417 A1.

  12. Chen, B. B.; Syvret, R. G.; Polsz, C. A.; Liu, H.; Miller, J. F.; Clarkson, L. WO Patent 2019/067394 A1.

  13. Petko, K. I.; Kot, S. Y.; Yagupolskii, L. M. J. Fluorine Chem. 2008, 129, 301.

    Article  CAS  Google Scholar 

  14. Petko, K. I.; Sokolenko, T. M.; Kot, S. Yu.; Kasyanchuk, T. A.; Yagupol'skii, L. M. Russ. J. Org. Chem. 2011, 47, 563.

    Article  CAS  Google Scholar 

  15. Petko, K. I.; Kot, S. Yu.; Yagupol'skii, L. M. Russ. J. Org. Chem. 2010, 46, 546.

    Article  CAS  Google Scholar 

  16. Petko, K. I.; Filatov, A. A. Chem. Heterocycl. Compd. 2021, 57, 666.

    Article  CAS  Google Scholar 

  17. Rappoport, Z. Acc. Chem. Res. 1992, 25, 474.

    Article  CAS  Google Scholar 

  18. Metody kolichestvennogo organicheskogo analiza (Methods of quantitative organic analysis [in Russian]); Gelman, N. E., Ed..; Moscow: Khimiya, 1987.

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Correspondence to Kirill I. Petko.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(2/3), 129–134

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Petko, K.I., Filatov, A.А. & Yagupolskii, Y.L. N-3,3,3-Trifluoropropenyl derivatives of azoles. Chem Heterocycl Comp 58, 129–134 (2022). https://doi.org/10.1007/s10593-022-03065-y

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  • DOI: https://doi.org/10.1007/s10593-022-03065-y

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