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N-trifluoromethylazoles

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Chemistry of Heterocyclic Compounds Aims and scope

A method for synthesizing N-trifluoromethylazole derivatives has been developed via the reaction of their sodium salts with dibromodifluoromethane and substitution of bromine by fluorine. The first ionic liquids with a trifluoromethyl group on an imidazole nitrogen atom have been synthesized.

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References

  1. G. G. Furin, Fluorine Containing Heterocyclic Compounds: Synthesis and Use [in Russian], Nauka, Novosibirsk (2001), p. 12.

    Google Scholar 

  2. J. L. Harper, R. A. J. Smith, J. J. Bedford, and J. P. Leader, Tetrahedron, 53, 8211 (1997).

    Article  CAS  Google Scholar 

  3. Q.-Y. Chen and Z.-M. Qiu, J. Fluor. Chem., 39, 289 (1988).

    Article  CAS  Google Scholar 

  4. T. Umemoto, in: V. A. Soloshonok (editor), Fluorine-Containing Synthons. ACS Symposium Series 911, American Chemical Society, Washington DC (2005), p. 3.

    Google Scholar 

  5. N. N. Yarovenko and M. A. Raksha, Zh. Obshch. Khim, 29, 2159 (1959).

    CAS  Google Scholar 

  6. K. Morimoto, K. Makino, S. Yamamoto, and G. Sakata, J. Heterocycl. Chem., 27, 807 (1990).

    Article  CAS  Google Scholar 

  7. L. M. Yagupolskii, D. V. Fedyuk, K. I. Petko, V. I. Troitskaya, V. I. Rudyk, and V. V. Rudyuk, J. Fluor. Chem., 106, 181 (2000).

    Article  CAS  Google Scholar 

  8. M. I. Dronkina, K. I. Petko, V. Turra, and L. M. Yagupolskii, Ukr. Khim. Zh., 68, No. 11-12, 100 (2002).

    CAS  Google Scholar 

  9. Y. Asahina, I. Araya, K. Iwase, F. Iinuma, M. Hosaka, and T. Ishizaki, J. Med. Chem., 48, 3443 (2005).

    Article  CAS  Google Scholar 

  10. K. I. Petko, T. M. Sokolenko, A. V. Bedzdudny, and L. M. Yagupolskii, J. Fluor. Chem., 126, 1342 (2005).

    Article  CAS  Google Scholar 

  11. R. E. Banks, B. E. Smart, and J. C. Tatlow, Organo-Fluorine Chemistry. Principles and Commercial Applications, Plenum Press, New York (1994), p. 177.

    Google Scholar 

  12. L. M. Yagupolskii, Aromatic and Heterocyclic Compounds with Fluorine-Containing Substituents [in Russian], Naukova Dumka, Kiev (1988), p. 70.

    Google Scholar 

  13. G. Bissky, G.-V. Roschenthaler, E. Lork, J. Barten, M. Medebielle, V. Staninets, and A. Kolomeitsev, J. Fluor. Chem., 109, 173 (2001).

    Article  CAS  Google Scholar 

  14. T. W. Bentley, R. V. H. Jones, and P. J. Wareham, Tetrahedron Lett., 30, 4013 (1989).

    Article  CAS  Google Scholar 

  15. K. Smith, A. Small, and M. G. Hutchings, Chem. Lett., 3, 347 (1990).

    Article  Google Scholar 

  16. Yu. L. Yagupolskii, T. M. Sokolenko, K. I. Petko, and L. M. Yagupolskii, J. Fluor. Chem., 126, 669 (2005).

    CAS  Google Scholar 

  17. L. M. Yagupolskii, T. M. Sokolenko, and K. I. Petko, Izv. Akad. Nauk, Ser. Khim., 54, 781 (2005).

    Google Scholar 

  18. K. I. Petko, T. M. Sokolenko, and L. M. Yagupolskii, Khim. Geterotsikl. Soedin., 1355 (2006). [Chem. Heterocycl. Comp., 42, 1177 (2006)].

    Google Scholar 

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Correspondence to T. M. Sokolenko.

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L. M. Yagupolskii (Deceased.)

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 550–556, April, 2009.

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Sokolenko, T.M., Petko, K.I. & Yagupolskii, L.M. N-trifluoromethylazoles. Chem Heterocycl Comp 45, 430–435 (2009). https://doi.org/10.1007/s10593-009-0289-4

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  • DOI: https://doi.org/10.1007/s10593-009-0289-4

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