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Structure and ambiphilic reactivity of indolizines. 2. 8(6)-Acetyl- and cyanoindolizines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Quaternization of 2-methyl-3(5)-acetyl and cyanopyridines with α-bromoketones followed by cyclocondensation has given a number of 8(6)-acetyl- and cyanoindolizines.

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Literature cited

  1. S. I. Bobrovskii, E. V. Babaev, and Yu. G. Bundel', Khim. Geterotsikl. Soedin., No. 2, 203 (1987).

    Google Scholar 

  2. A. E. Tschitschibabin, Ber. Chem. Ges.,60, 1607 (1927).

    Google Scholar 

  3. G. Jones and J. Stanyer, J. Chem. Soc., C, No. 11, 901 (1969).

    Google Scholar 

  4. T. S. Loseva, A. D. Yanina, E. E. Mikhlina, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 3, 348 (1976).

    Google Scholar 

  5. I. Dainis, Aust. J. Chem.,25, 1003 (1972).

    Google Scholar 

  6. A. N. Kost, R. S. Sagitullin, and S. P. Gromov, Khim. Geterotsikl. Soedin., No. 7, 922 (1976).

    Google Scholar 

  7. A. N. Kost, R. S. Sagitullin, and S. P. Gromov, Dokl. Akad. Nauk SSSR,230, 1106 (1976).

    Google Scholar 

  8. C. Jutz, R. M. Wagner, and H.-G. Lobering, Angew. Chem. Int. Ed.,13, 737 (1974).

    Google Scholar 

  9. L. Frohlich and F. Krohnke, Chem. Ber.,104, 1621 (1971).

    Google Scholar 

  10. W. Kiel and F. Krohnke, Chem. Ber.,105, 3709 (1972).

    Google Scholar 

  11. T. S. Loseva, M. S. Goizman, G. G. Dvoryantseva, E. E. Mikhlina, and L. N. Yakhontov, Khim. Geterotstikl. Soedin., No. 5, 627 (1979).

    Google Scholar 

  12. V. A. Tafeenko, L. A. Aslanov, A. N. Kost, R. S. Sagitullin, and S. P. Gromov, Dokl. Akad. Nauk SSSR,252, 126 (1980).

    Google Scholar 

  13. E. M. Evleth, Theor. Chim. Acta,16, 22 (1970).

    Google Scholar 

  14. V. Galasso, G. de Alti, and A. Bitotto, Theor. Chim. Acta,9, 222 (1968).

    Google Scholar 

  15. A. Gordon and R. Ford, Chemist's Compansion, Wiley (1973).

  16. S. F. Meison, in: Physical Methods in the Chemistry of Heterocyclic Compounds [in Russian], Khimiya, Moscow-Leningrad (1966), p. 360.

    Google Scholar 

  17. P. J. Black, M. L. Hefferman, L. M. Jackman, Q. N. Porter, and G. R. Underwood, Aust. J. Chem.,17, 1128 (1964).

    Google Scholar 

  18. M. Fraser, S. McKenzie, and D. H. Reid, J. Chem. Soc., B, No. 1, 44 (1969).

    Google Scholar 

  19. L. M. Alekseeva, G. G. Dvoryantseva, M. S. Goizman, T. S. Loseva, A. D. Yanina, E. E. Mikhlina, Yu. N. Sheinker, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 1, 154 (1976).

    Google Scholar 

  20. P. Baumgarten and A. Dornow, Ber. Chem. Ges.,72, 563 (1939).

    Google Scholar 

  21. P. Knudsen, Ber. Chem. Ges.,25, 2985 (1892).

    Google Scholar 

  22. M. J. Reider and R. C. Elderfield, J. Org. Chem.,7, 286 (1942).

    Google Scholar 

  23. J. D. Bower, J. Chem. Soc., No. 11, 4510 (1957).

    Google Scholar 

  24. T. S. Loseva, M. S. Goizman, O. R. Shvarts, L. M. Alekseeva, E. E. Mikhlina, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 6, 802 (1978).

    Google Scholar 

  25. T. S. Loseva, A. D. Yanina, E. E. Mikhlina, and L. N. Yakhontov, Khim. Geterotsikl. Soedin., No. 2, 209 (1976).

    Google Scholar 

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    S. I. Bobrovskii, E. V. Babaev, S. P. Gromov, K. A. Paseshnichenko & Yu. G. Bundel'

Authors
  1. S. I. Bobrovskii
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  2. E. V. Babaev
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  3. S. P. Gromov
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  4. K. A. Paseshnichenko
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  5. Yu. G. Bundel'
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Additional information

For Part 1, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 209–213, February, 1987.

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Bobrovskii, S.I., Babaev, E.V., Gromov, S.P. et al. Structure and ambiphilic reactivity of indolizines. 2. 8(6)-Acetyl- and cyanoindolizines. Chem Heterocycl Compd 23, 175–179 (1987). https://doi.org/10.1007/BF00663856

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  • DOI: https://doi.org/10.1007/BF00663856

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