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Thioimidium salts and the synthesis of heterocycles (Review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Data on the use of thioimidium salts in the synthesis of heterocycles are classified and analyzed. A brief review of their production methods is given.

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References

  1. O. Wallach, Chem. Ber.,11, 1590 (1878).

    Google Scholar 

  2. A. Pinner and F. Kleim, Chem. Ber.,11, 1825 (1887).

    Google Scholar 

  3. M. Santus and A. Andrzejczyk, Acta Pol. Pharm.,46, 27 (1989).

    Google Scholar 

  4. A. Beruthsen, Annalen,197, 341 (1979).

    Google Scholar 

  5. A. Bredereck, R. Gompper, and H. Seiz, Berichte,90, 1837 (1957).

    Google Scholar 

  6. I. L. Knunyants and L. V. Razvadovskaya, Zh. Obshch. Khim.,9, 557 (1939).

    Google Scholar 

  7. P. May, J. Chem. Soc.,103, 2272 (1913).

    Google Scholar 

  8. P. Chabrier and S. H. Renard, Compt. Rend., No. 228, 850 (1949).

  9. P. Reynaud, R. C. Moreau, and N. H. Thu, Compt. Rend., No. 253, 1968 (1961).

  10. V. A. Bakulev, V. S. Beresneva, and E. F. Dankov, “Synthesis and Reactivity of Organic Compounds of Sulfur,” Abstract of Paper 17 of All-Union Conference, Tbilisi (1989), p.170.

  11. H. Takahata, T. Suzuki, and Y. Yamazaki, Heterocycles,24, 1247 (1986).

    Google Scholar 

  12. J. E. Oliver and J. B. Stokes, Can. J. Chem.,49, 2898 (1971).

    Google Scholar 

  13. E. L. Yeh, R. M. Moriarty, and C. Yeh, Tetrahedron Lett.,6, 2655 (1972).

    Google Scholar 

  14. M. A. Casadei, B. Di. Rienzo, and M. F. Micheletti, Synth. Commun.,13, 753 (1983).

    Google Scholar 

  15. N. G. Zabirov, F. M. Shamsevaleev, and R. A. Cherkasov, Zh. Obshch. Khim.,62, 1071 (1992).

    Google Scholar 

  16. H. Bredereck, R. Gompper, and D. Bitzer, Chem. Ber.,92, 1139 (1959).

    Google Scholar 

  17. R. H. Hurd, G. DeLaMater, and G. McDermott, J. Org. Chem.,27, 269 (1962).

    Google Scholar 

  18. W. Walter and J. Krohn, Chem. Ber.,102, 3786 (1969).

    Google Scholar 

  19. M. Roth, P. Dubl, E. Gotshi, and A. Eschenmoser, Helv. Chim. Acta,54, 710 (1971).

    Google Scholar 

  20. W. Heffe, R. W. Balsiger, and K. Thoma, Helv. Chim. Acta,57, 1242 (1974).

    Google Scholar 

  21. P. Chabrier and S. H. Renard, Compt. Rend., No. 226, 582 (1948).

  22. P. Chabrier, S. H. Renard, and K. Smarzwska, Bull. Soc. Chim. France, No. 3–4, 237 (1949).

  23. B. Holmberger, Arkiv Kemi Mineral. Geol.,17A, 1 (1944).

    Google Scholar 

  24. V. P. Talzi, N. O. Bek, S. K. Gudoshnikov, and V. I. Safarova, Zh. Org. Khim.,25, 767 (1989).

    Google Scholar 

  25. W. Autenreich and A. Bruning, Berichte,36, 3464 (1903).

    Google Scholar 

  26. W. Steinkopf and S. Muller, Berichte,56, 1930 (1923).

    Google Scholar 

  27. J. Houber and R. Zivadinowitch, Berichte,69, 2352 (1936).

    Google Scholar 

  28. R. H. Hartigan and J. B. Cloke, J. Am. Chem. Soc.,67, 709 (1945).

    Google Scholar 

  29. H. Bader, J. D. Downer, and P. Driver, J. Chem. Soc., No. 5, 2775 (1950).

  30. C. S. Marvel, P. Radzitzky, and J. J. Brader, J. Am. Chem. Soc.,77, 5997 (1955).

    Google Scholar 

  31. W. Walter and C. Meese, Chem. Ber.,109, 922 (1976).

    Google Scholar 

  32. F. N. Stepanov and Z. Z. Moiseeva, Zh. Obshch. Khim.,25, 1170 (1955).

    Google Scholar 

  33. F. E. Condo, E. T. Hinkel, A. Fassero, and R. L. Shriner, J. Am. Chem. Soc.,59, 230 (1937).

    Google Scholar 

  34. A. W. Chapman, J. Chem. Soc., No. 6, 2096 (1926).

  35. W. Borsche and J. Niemann, Berichte,62, 1743 (1929).

    Google Scholar 

  36. R. J. Kaufmann and R. Adams, J. Am. Chem. Soc.,45, 1744 (1923).

    Google Scholar 

  37. W. Ried and E. Schmidt, Annalen,676, 114 (1964).

    Google Scholar 

  38. I. I. Kandror, B. V. Kopylova, and R. Kh. Freidlina, Sulfur Rep., 3, 289 (1984).

    Google Scholar 

  39. P. Chabrier and S. Renard, Compt. Rend., No. 230, 1673 (1950).

  40. R. Delaby, J. V. Harispe, and S. H. Renard, Bull. Soc. Chim. France,11 227 (1944).

    Google Scholar 

  41. E. K. Mikitenko and N. N. Romanov, Khim. Geterotsikl. Soedin., No. 2, 199 (1981).

  42. O. Wallach and H. H. Bleibtren, Berichte,12, 1061 (1879).

    Google Scholar 

  43. Y. Nii, K. Okano, S. Kobayashi, and M. Ohno, Tetrahedron Lett.,27, 2517 (1979).

    Google Scholar 

  44. T. Mukaiyama, T. Yamaguchi, and H. Nohira, Bull. Chem. Soc. Jpn.,38, 2107 (1965).

    Google Scholar 

  45. F. E. King and R. M. Acheson, J. Chem. Soc., No. 3, 1396 (1949).

  46. DDR Patent No. 137,713, Chem. Abs., 92, 128949h (1980).

  47. H. Bader and J. D. Downer, J. Chem. Soc., No. 3, 1636 (1953).

  48. A. H. Cook, I. Heilbron, and E. Smith, J. Chem. Soc., No. 3, 1440 (1949).

  49. A. H. Cook, A. C. Davis, I. Heilbron, and G. H. Tomas, J. Chem. Soc., No. 2, 1071 (1949).

  50. M. Santus, Wydawn. Uczelniane Akad. Med.-Bydogoszcz,89 (1988).

  51. D. D. Libman and R. Slack, J. Chem. Soc., No. 5, 2253 (1956).

  52. T. Makaiyama and S. Ono, Tetrahedron Lett.,32, 3569 (1968).

    Google Scholar 

  53. G. W. Kirsten and G. B. L. Smith, J. Am. Chem. Soc.,58, 800 (1936).

    Google Scholar 

  54. F. Kurzer and K. Douraghi-Zadeh, J. Chem. Soc. C, No. 8, 742 (1967).

  55. G. I. Keim, R. A. Henry, and G. B. L. Smith, J. Am. Chem. Soc.,72, 4944 (1950).

    Google Scholar 

  56. W. B. Finnegan, R. A. Henry, and E. Lieber, J. Org. Chem.,18, 779 (1953).

    Google Scholar 

  57. Y. Ito, Y. Nii, S. Kobayashi, and M. Ohno, Tetrahedron Lett.,27, 1521 (1979).

    Google Scholar 

  58. S. Hunig and F. Muller, Annalen,651, 89 (1962).

    Google Scholar 

  59. K. M. Doyle and F. Kurzer, Synthesis, No. 8, 583 (1974).

  60. K. N. Zelenin, V. V. Pinson, and V. A. Khrushtalev, Zh. Org. Khim.,18, 1613 (1982).

    Google Scholar 

  61. M. Santus, Polon. J. Chem.,54, 661 (1980).

    Google Scholar 

  62. P. Reynaud, R. C. Moreau, and T. Gousson, Compt. Rend., No. 259, 4067 (1964).

  63. M. Santus, Annalen, No. 2, 179 (1988).

  64. M. Santus, Acta Pol. Pharm.,33, 577 (1976).

    Google Scholar 

  65. D. A. Peak and F. Standsfield, J. Chem. Soc., No. 6, 4067 (1952).

  66. V. A. Khrustalev, K. N. Zelenin, V. P. Sergutina, and V. V. Pinson, Khim. Geterotsikl. Soedin., No. 8, 1138 (1980).

  67. K. N. Zelenin, V. A. Khrustalev, V. P. Sergutina, and V. V. Pinson, Zh. Org. Khim.,17, 1825 (1981).

    Google Scholar 

  68. V. A. Khrustalev, V. P. Sergutina, K. N. Zelenin, and V. V. Pinson, Khim. Geterotsikl. Soedin., No. 9, 1264 (1982).

  69. V. V. Pinson, V. A. Khrustalev, K. N. Zelenin, and Z. M. Matveeva, Khim. Geterotsikl. Soedin., No. 10, 1415 (1984).

  70. S. J. Mathew and F. Stansfield, J. Chem. Soc. Perkin I, No. 4, 540 (1974).

  71. R. A. Henry and R. H. Boschan, J. Am. Chem. Soc.,76, 949 (1954).

    Google Scholar 

  72. W. Garbreht and R. Herbst, J. Org. Chem.,18, 1022 (1953).

    Google Scholar 

  73. R. Boudet, Bull. Soc. Chim. France, No. 5–6, 377 (1951).

  74. R. Boudet, Compt. Rend., No. 239, 1803 (1954).

  75. B. Boucher and F. Bauer, Annalen,568, 218 (1950).

    Google Scholar 

  76. Y. Funakoshi, T. Takido, and K. Itabashi, Synth. Commun.,15, 1299 (1985).

    Google Scholar 

  77. K. Miyatake and T. Yoshikawa, J. Pharm. Soc. Jpn.,75, 1054 (1955).

    Google Scholar 

  78. H. Takahata and T. Yamazaki, J. Synth. Org. Chem. Jpn.,45, 682 (1987).

    Google Scholar 

  79. T. Yamazaki and H. Takahata, J. Pharm. Soc. Jpn.,107, 459 (1987).

    Google Scholar 

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Authors and Affiliations

  1. Military Medical Academy, 19475, St. Petersburg

    O. V. Solod, K. N. Zelenin & V. V. Pinson

  2. Scientific Production Society, 193118, St. Petersburg

    O. V. Solod, K. N. Zelenin & V. V. Pinson

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  1. O. V. Solod
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  2. K. N. Zelenin
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  3. V. V. Pinson
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Solod, O.V., Zelenin, K.N. & Pinson, V.V. Thioimidium salts and the synthesis of heterocycles (Review). Chem Heterocycl Compd 32, 1–11 (1996). https://doi.org/10.1007/BF01169346

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  • DOI: https://doi.org/10.1007/BF01169346

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