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Investigation of paths for the synthesis of 5,5-dialkyl-3-perfluoroalkyl-5,6-dihydro-1,2,4-triazolo[3,4-a]isoquinolines

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Substituted 3-trifluoromethyl-5,6-dihydro-1,2,4-triazolo[3,4-a]isoquinolines were obtained by the reaction of substituted 1-methylthio-3,4-dihydroisoquinolines with hydrazine hydrate and trifluoroacetic acid. The corresponding 3-perfluoroalkyl derivatives are formed in the course of dehydration of 2-(3,3-dimethyl-3,4-dihydro-1-isoquinolyl)hydrazides of perfluorocarboxylic acids.

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  1. 1.

    N. Ishikawa and E. Kobayashi,Fluorine. Chemistry and Application [Russian translation], Mir, Moscow (1982), p. 227.

  2. 2.

    M. Richter and G. Seitz,Arch. Pharm.,326, 427 (1993).

  3. 3.

    B. B. Aleksandrov, V. A. Glushkov, E. N. Glushkova, A. A. Gorbunov, V. S. Shklyaev, and Yu. V. Shklyaev,Khim. Geterotsikl. Soedin., No. 4, 511 (1994).

  4. 4.

    E. D. Cox and J. M. Cook,Chem. Rev.,95, 1797 (1995).

  5. 5.

    E. M. Gizatullina and V. G. Kartsev,Khim. Geterotsikl. Soedin., No. 12, 1587 (1993).

  6. 6.

    Yu. V. Shklyaev, V. A. Glushkov, N. B. Belogub, and I. L. Misyura,Khim. Geterotsikl. Soedin., No. 6, 800 (1996).

  7. 7.

    V. I. Sokol, M. A. Ryabov, N. Yu. Merkur'eva, V. V. Davydov, Yu. V. Shklyaev, V. A. Glushkov, and B. E. Zaitsev,Izv. Russk. Akad. Nauk. Ser. Khim., No. 12, 2468 (1995).

  8. 8.

    C. Runti and C. Nisi,J. Med. Chem.,7, 814 (1964);Chem. Abstr.,62, 6476b (1965).

  9. 9.

    D. Xu, K. Prasad, O. Repic, and T. J. Blacklock,Tetrahedron Lett.,36, 7357 (1995).

  10. 10.

    N. P. Kondrat'ev, Z. E. Skryabina, V. I. Saloutin, and L. M. Khalilov,Zh. Org. Khim.,28, No. 7, 1380 (1992).

  11. 11.

    A. V. Sanin, V. G. Nenajdenko, V. S. Kuz'min, and E. S. Balenkova,Khim. Geterotsikl. Soedin., No. 5, 634 (1998).

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Institute of Technical Chemistry, Ural Branch, Russian Academy of Sciences, Perm. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 380–386, March, 2000.

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Glushkov, V.A., Shklyaev, Y.V., Maiorova, O.A. et al. Investigation of paths for the synthesis of 5,5-dialkyl-3-perfluoroalkyl-5,6-dihydro-1,2,4-triazolo[3,4-a]isoquinolines. Chem Heterocycl Compd 36, 319–325 (2000). https://doi.org/10.1007/BF02256870

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  • hydrazides
  • hydrazones
  • isoquinoline
  • 1,2,4-triazolo[3,4-a]isoquinoline
  • perfluorocarboxylic acids
  • perfluorocarboxylic esters