Skip to main content
Log in

Synthesis of thiazolo- and oxazolo[3,2-a]pyridinium systems (review)

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The published data on the synthesis of thiazolo- and oxazolo[3,2-a]pyridinium systems are systematized.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. K. Kubo, N. Ito, I. Souzu, Y. Isomura, H. Homma, and M. Murakami, British Patent No. 1,588,166; Chem. Abstr., 96, 68,987 (1982).

    Google Scholar 

  2. K. Kubo, I. Souzu, N. Ito, Y. Isomura, H. Homma, and M. Murakami, Japanese Patent No. 51-87 486; Ref. Zh. Khim., 21O153 (1981).

  3. K. Kubo, N. Ito, and Y. Isomura, Yakugaku Zasshi, 99, 880 (1979).

    Google Scholar 

  4. B. Blank, N. W. Di Tullio, J. A. Krog, and J. H. Saunders, J. Med. Chem., 21, 489 (1978).

    Google Scholar 

  5. M. Ota, Japanese Patent No. 11,505 (cl. 16E 611); Khim. Geterotsikl. Soedin., No. 9, 1274 (1988).

  6. Yu. P. Kovtun and N. N. Romanov, Khim. Geterotsikl. Soedin., No. 9, 1274 (1988).

    Google Scholar 

  7. Yu. P. Kovtun and N. N. Romanov, Zh. Org. Khim., 24, 1763 (1988).

    Google Scholar 

  8. B. D. Tilak, N. R. Ayyangar, and U. S. Rao, Chem. Ind., No. 1, 29 (1981).

    Google Scholar 

  9. K. Undheim, Heterocycles, 15, 1349 (1981).

    Google Scholar 

  10. G. F. Duffin and J. D. Kendall, J. Chem. Soc., No. 3, 734 (1951).

    Google Scholar 

  11. L. T. Gorb, N. N. Romanov, E. D. Sych, and A. I. Tolmachev, Dokl. Akad. Nauk Ukr. SSR, Ser. B., No. 10, 895 (1978).

    Google Scholar 

  12. L. T. Gorb, A. I. Tolmachev, and N. N. Romanov, Khim. Geterotsikl. Soedin., No. 10, 1343 (1979).

    Google Scholar 

  13. J. O. Gardner, C. C. Beard, and D. M. Rotstein, J. Org. Chem., 47, 1136 (1982).

    Google Scholar 

  14. P. E. Fjeldstad and K. Undheim, Acta Chem. Scand., 27, 1763 (1973).

    Google Scholar 

  15. K. Undheim and P. O. Tveita, Acta Chem. Scand., 25, 5 (1971).

    Google Scholar 

  16. K. Undheim and K. R. Reistad, Acta Chem. Scand., 24, 2956 (1970).

    Google Scholar 

  17. K. Undheim and P. E. Fjeldstad, J. Chem. Soc., Perkin 1, No. 8, 829 (1973).

    Google Scholar 

  18. W. B. Wright and H. J. Brabander, J. Heterocycl. Chem., 9, 1017 (1972).

    Google Scholar 

  19. K. T. Potts and D. R. Choudhury, J. Org. Chem., 43, 2700 (1978).

    Google Scholar 

  20. R. Lie and K. Undheim, Acta Chem. Scand., 27, 1756 (1973).

    Google Scholar 

  21. H. Singh and C. S. Candhi, J. Chem. Res. Microfische, 40, 4930 (1978).

    Google Scholar 

  22. E. Tighinianu, F. Chiraleu, and D. RĂileanu, Tetrahedron Lett., No. 21, 1887 (1978).

    Google Scholar 

  23. F. S. Babichev and V. N. Bubnovskaya, Ukr. Khim. Zh., 30, 848 (1964).

    Google Scholar 

  24. C. K. Bradsher and D. F. Lohr, Chem. Ind., No. 43, 1801 (1964).

    Google Scholar 

  25. E. D. Sych, L. T. Gorb, V. N. Bubnovskaya, and F. S. Babichev, Khim. Geterotsikl. Soedin., No. 10, 1335 (1974).

    Google Scholar 

  26. C. K. Bradsher and D. F. Lohr, J. Heterocycl. Chem., 3, 27 (1966).

    Google Scholar 

  27. C. K. Bradsher and J. S. Bolieh, J. Org. Chem., 32, 2409 (1967).

    Google Scholar 

  28. K. Undheim and K. R. Reistad, Acta Chem. Scand., 24, 2956 (1970).

    Google Scholar 

  29. E. D. Sych, V. N. Bubnovskaya, L. T. Gorb, and M. Yu. Kornilov, Khim. Geterotsikl. Soedin., No. 9, 1254 (1973).

    Google Scholar 

  30. H. Singh and C. S. Malhotra, Synth. Commun., 11, 443 (1981).

    Google Scholar 

  31. H. Pauls and F. Kröhnke, Chem. Ber., 109, 3653 (1976).

    Google Scholar 

  32. C. K. Bradsher and M. F. Zinn, J. Heterocycl. Chem., 1, 219 (1964).

    Google Scholar 

  33. R. A. Abramovitch (ed.), Pyridine and Its Derivatives. Part IV, Wiley Interscience, New York (1975).

    Google Scholar 

  34. R. W. Balsiger, J. A. Montgomery, and T. P. Johnston, J. Heterocycl. Chem., 2, 97 (1965).

    Google Scholar 

  35. J. C. Jamoulle and C. L. Lapiere, Bull. Soc. Chim. Belges, 86, 869 (1977).

    Google Scholar 

  36. K. Undhemim, V. N. Nordal, and K. Tjonneland, Acta Chem. Scand., 23, 1704 (1969).

    Google Scholar 

  37. T. Laerum, G. A. Ulsaker, and K. Undheim, Acta Chem. Scand., 32, 651 (1978).

    Google Scholar 

  38. K. Undheim and L. Borka, Acta Chem. Scand., 23, 1715 (1969).

    Google Scholar 

  39. K. Undheim, T. Wilk, L. Borka, and V. Nordal, Acta Chem. Scand., 23, 2509 (1969).

    Google Scholar 

  40. K. Undheim and T. Greibrokk, Acta Chem. Scand., 24, 3429 (1970).

    Google Scholar 

  41. K. Undheim and R. Lie, Acta Chem. Scand., 27, 1749 (1973).

    Google Scholar 

  42. K. R. Reistad, G. A. Ulsaker, and K. Undheim, Acta Chem. Scand., 28, 667 (1974).

    Google Scholar 

  43. R. Lie and K. Undheim, J. Chem. Soc., Perkin 1, No. 19, 2049 (1973).

    Google Scholar 

  44. G. A. Ulsaker and K. Undheim, Acta Chem. Scand., 29, 853 (1975).

    Google Scholar 

  45. G. A. Ulsaker, T. Laerum, and K. Undheim, Acta Chem. Scand., 34, 619 (1980).

    Google Scholar 

  46. K. Undheim and G. A. Ulsaker, Acta Chem. Scand., 27, 1390 (1973).

    Google Scholar 

  47. K. Undheim and K. R. Reistad, Acta Chem. Scand., 24, 2949 (1970).

    Google Scholar 

  48. L. A. Rodinovskaya, Yu. A. Sharanin, A. M. Shestopalov, and V. P. Liteinov, Khim. Geterotsikl. Soedin., No. 6, 805 (1988).

    Google Scholar 

  49. V. N. Nesterov, L. A. Rodinovskaya, V. P. Litvinov, Yu. A. Sharanin, A. M. Shestopalov, V. Yu. Mortikov, V. I. Shvedov, V. E. Shklover, and Yu. T. Struchkov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 1, 140 (1988).

    Google Scholar 

  50. A. M. Shestopalov, L. A. Rodinovskaya, Yu. A. Sharanin, and V. P. Litvinov, Khim. Geterotsikl. Soedin., No. 2, 256 (1990).

    Google Scholar 

  51. A. M. Shestopalov, V. N. Nesterov, Yu. A. Sharanin, V. P. Litvinov, V. Yu. Mortikov, V. E. Shklover, and Yu. T. Struchkov, Khim. Geterotsikl. Soedin., No. 4, 557 (1989).

    Google Scholar 

  52. D. G. Kim, Yu. V. Troitskova, and N. A. Goncharova, Summaries of Papers Presented at the 4th All-Union Conference on the Chemistry of Nitrogen-Containing Heterocyclic Compounds [in Russian], Novosibirsk (1987), p. 107.

  53. A. M. Shestopalov, Y. A. Sharanin, and V. N. Nesterov, Summaries of Papers Presented at the 6th International Conference on Organic Synthesis [in Russian], Moscow (1986), p. 118.

  54. A. M. Shestopalov, V. P. Litvinov, Yu. A. Sharanin, and V. Yu. Mortikov, Summaries of Papers Presented at the 17th All-Union Conference on the Synthesis and Reactivities of Organic Sulfur Compounds [in Russian], Tbilisi (1989), p. 360.

  55. A. M. Shestopalov, V. N. Nesterov, Yu. A. Sharanin, V. M. Litvinov, V. E. Shklover, Yu. T. Struchkov, and V. K. Promonenkov, Khim. Geterotsikl. Soedin., No. 12, 1682 (1988).

    Google Scholar 

  56. V. P. Litvinov, Yu. A. Sharanin, E. é. Apenova, A. M. Shestopalov, V. Yu. Mortikov, V. N. Nesterov, V. E. Shklover, and Yu. T. Struchkov, Khim. Geterotsikl. Soedin., No. 5, 690 (1987).

    Google Scholar 

  57. P. Molina, M. Alajarin, and M. J. Perez de Vega, Synth. Commun., 13, 933 (1983).

    Google Scholar 

  58. V. I. Staninets and E. A. Shilov, Ukr. Khim. Zh., 31, 1286 (1965).

    Google Scholar 

  59. V. I. Staninets and E. A. Shilov, Ukr. Khim. Zh., 40, 491 (1971).

    Google Scholar 

  60. D. G. Kim, N. P. Alalykina, and E. I. Sogrina, Zh. Org. Khim., 21, 2022 (1985).

    Google Scholar 

  61. D. G. Kim, M. A. Stennikova, and N. P. Alalykina, Intercollegiate Scientific Collection: Nucleophilic Reactions of Carbonyl Compounds [in Russian], Saratov (1985), p. 56.

  62. D. G. Kim, N. P. Brisyuk, and G. K. Shkuratenyuk, O. Scientific-Research Institute of Technical and Economic Research of the State Committee of the Council of Ministers of the USSR for Chemistry (ONIITéKhIM) Deposited Paper No. 227-khp 90, Cherkassy (1990); Ref. Zh. Khim., 14Zh220 Dep. (1990).

  63. L. A. Riege and K. Undheim, Acta Chem. Scand., 29, 582 (1975).

    Google Scholar 

  64. G. G. Skvortsova, D. G. Kim, and M. V. Sigalov, Khim. Geterotsikl. Soedin., No. 6, 858 (1976).

    Google Scholar 

  65. G. G. Skvortsova, D. G. Kim, and M. V. Sigalov, Khim. Geterotsikl. Soedin., No. 8, 1147 (1975).

    Google Scholar 

  66. D. G. Kim and G. G. Skvortsova, Khim. Geterotsikl. Soedin., No. 10, 1396 (1986).

    Google Scholar 

  67. P. Molina, M. Alajarin, M. Lorenzo-Pena, A. Tarraga, and M. J. Vilaplana, Heterocycl. Chem., 21, 1609 (1984).

    Google Scholar 

  68. P. S. Mariano, A. A. Leone, and E. J. Krochmal, Tetrahedron Lett., No. 26, 2227 (1977).

    Google Scholar 

  69. F. S. Babichev, V. N. Bubnovskaya, A. T. Goncharenko, and M. Yu. Kornilov, Ukr. Khim. Zh., 41, 1281 (1975).

    Google Scholar 

  70. G. Jones and D. G. Jones, J. Chem. Soc., No. 6, 515 (1967).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1155–1164, September, 1991.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kim, D.G., Brisyuk, N.P. Synthesis of thiazolo- and oxazolo[3,2-a]pyridinium systems (review). Chem Heterocycl Compd 27, 921–929 (1991). https://doi.org/10.1007/BF00484351

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00484351

Keywords

Navigation