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Synthesis of N-vinylazoles from vinyl acetate without using mercury catalysts

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Abstract

N-Vinyl-substituted pyrazole, 3(5)-methylpyrazole, imidazole, and 1,2,4-triazole were synthesized by addition of the corresponding azoles to vinyl acetate under conditions of phase-transfer catalysis, followed by pyrolysis of N-(1-acetoxyethyl)azoles thus formed at 350–400°C in the presence of water.

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References

  1. Hopff, H., Wyss, U., and Zussi, H., Helv. Chim. Acta, 1960, vol. 43, p. 135.

    Article  CAS  Google Scholar 

  2. Hopff, H. and Lippay, H., Makromol. Chem., 1963, vol. 66, p. 157.

    Article  CAS  Google Scholar 

  3. Grandberg, I.I. and Sharova, G.I., Khim. Geterotsikl. Soedin., 1968, no. 6, p. 1097.

  4. Buzilova, S.R., Shul’gina, V.M., Sakovich, G.V., and Vereshchagin, L.I., Khim. Geterotsikl. Soedin., 1981, no. 9, p. 1279.

  5. Attaryan, O.S., Grigoryan, A.Dzh., and Matsoyan, S.G., Khim. Zh. Arm., 2000, vol. 53, no. 1, p. 66.

    CAS  Google Scholar 

  6. Kizhnyaev, V.N., Pokatilov, F.A., Tsypina, N.A., Ratovskii, G.V., Vereshchagin, L.I., and Smirnov, A.M., Russ. J. Org. Chem., 2002, vol. 38, no. 7, p. 1056.

    Article  CAS  Google Scholar 

  7. Kofman, T.P. and Kartseva, G.Yu., Russ. J. Org. Chem., 2001, vol. 37, no. 5, p. 707.

    Article  CAS  Google Scholar 

  8. Lopyrev, V.A., Kuznetsova, N.P., Myachina, G.F., and Ermakova, T.G., Khim. Geterotsikl. Soedin., 1983, no. 11, p. 1535.

  9. Sirotkina, E.E., Filimonov, V.D., and Sazanova, Z.P., Russ. J. Org. Chem., 1973, vol. 9, p. 387.

    Google Scholar 

  10. Vereshchagin, L.I., Buzilova, S.R., Mityukova, T.K., Proidakov, A.G., Kizhnyaev, V.N., Il’ina, V.V., Sukhanov, G.T., Gareev, G.A., and Bagers, A.K., Zh. Org. Khim., 1986, vol. 22, no. 9, p. 1979.

    CAS  Google Scholar 

  11. Lebedev, N.P. and Kalaus, I.V., Khim. Geterotsikl. Soedin., 1989, no. 6, p. 856.

  12. Furukawa, Y., Onishi, A., and Tsuruta, T., J. Chem. Soc. Jpn., Ind. Chem. Sect., 1957, vol. 60, p. 170.

    CAS  Google Scholar 

  13. Shekhirev, Yu.P., Lopapinskii, V.P., Sutyagin, V.M., and Tuzovskaya, S.A., Khim. Geterotsikl. Soedin., 1983, no. 11, p. 1504.

  14. Attaryan, O.S., Asratyan, G.V., Darbinyan, E.G., and Matsoyan, E.G., Russ. J. Org. Chem., 1988, vol. 24, no. 6, p. 1339.

    CAS  Google Scholar 

  15. Attaryan, O.S., Grigoryan, A.Dzh., Matsoyan, M.S., Kinoyan, F.S., and Matsoyan, S.G., Khim. Zh. Arm., 2000, vol. 53, nos. 1–2, p. 92.

    CAS  Google Scholar 

  16. Terekhova, M.I., Petrov, E.S., Rokhlina, E.M., Kravtsov, D.N., and Shatenitin, A.A., Khim. Geterotsikl. Soedin., 1979, no. 8, p. 1104.

  17. Ivanskii, V.I., Khimiya geterotsiklicheskikh soedinenii (Chemistry of Heterocyclic Compounds), Moscow: Vysshaya Shkola, 1978, p. 152.

    Google Scholar 

  18. Attaryan, O.S., Martirosyan, S.S., and Matsoyan, S.G., Khim. Geterotsikl. Soedin., 2005, no. 4, p. 533.

  19. Khachatryan, S.F., Attaryan, O.S., Matsoyan, M.S., Kinoyan, F.S., and Asratyan, G.V., Khim. Zh. Arm., 2005, vol. 58, nos. 1–2, p. 134.

    CAS  Google Scholar 

  20. Attaryan, O.S., Asratyan, G.V., Eliazyan, G.A., Darbinyan, E.G., and Matsoyan, S.G., Arm. Khim. Zh., 1986, vol. 39, no. 20, p. 630.

    CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Armenia, ul. Zakariya Sarkavaga 167a, Yerevan, 375091, Armenia

    O. S. Attaryan & A. O. Baltayan

  2. State University of Engineering of Armenia Republic, Erevan, Armenia

    R. E. Sagatelyan & K. Ts. Takmazyan

Authors
  1. O. S. Attaryan
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  2. A. O. Baltayan
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  3. R. E. Sagatelyan
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  4. K. Ts. Takmazyan
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Additional information

Original Russian Text © O.S. Attaryan, A.O. Baltayan, R.E. Sagatelyan, K.Ts. Takmazyan, 2007, published in Zhurnal Obshchei Khimii, 2007, Vol. 77, No. 12, pp. 2031–2033.

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Attaryan, O.S., Baltayan, A.O., Sagatelyan, R.E. et al. Synthesis of N-vinylazoles from vinyl acetate without using mercury catalysts. Russ J Gen Chem 77, 2176–2178 (2007). https://doi.org/10.1134/S1070363207120158

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  • DOI: https://doi.org/10.1134/S1070363207120158

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