Skip to main content
Log in

Hydrogenation and dehydrogenation reactions of benzofuran and its derivatives (review)

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The literature data relative to the hydrogenation and dehydrogenation of benzofuran and its hydrogenated derivatives in the presence of different types of catalysts are examined. The problems involved in the formation, stability, and transformations of carbonium ions in the benzofuran series under the conditions of ionic hydrogenation and reactions with hydrideion acceptors are discussed.

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. N. I. Shuikin, I. I. Dmitriev, and T. P. Dobrynina, Zh. Obshch. Khim., No. 10, 967 (1940).

    Google Scholar 

  2. J. Entel, C. H. Rouf, and H. C. Howard, J. Amer. Chem. Soc., 73, 4152 (1951).

    Google Scholar 

  3. R. L. Shriner and J. Anderson, J. Amer. Chem. Soc., 61, 2705 (1939).

    Google Scholar 

  4. L. G. Saginova, Master's Dissertation, Moscow State Univ., Moscow (1968).

    Google Scholar 

  5. J. L. Garnett and W. A. Sollich, Austral. J. Chem., 14, 441 (1961).

    Google Scholar 

  6. J. L. Garnett and W. A. Sollich, Austral. J. Chem., 15, 56 (1962).

    Google Scholar 

  7. J. L. Garnett and W. A. Sollich, J. Catal. 2, 350 (1963).

    Google Scholar 

  8. G. Briegleb, Angew. Chem., 76, 326 (1964).

    Google Scholar 

  9. C. P. Rader and H. A. Smith, J. Amer. Chem. Soc., 84, 1443 (1962).

    Google Scholar 

  10. É. A. Karakhanov, L. G. Saginova, R. A. Karakhanov, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 3, 133 (1969).

    Google Scholar 

  11. C. D. Hurd and G. L. Oliver, J. Amer. Chem. Soc., 81, 2795 (1959).

    Google Scholar 

  12. D. P. Brust and D. S. Tarbell, J. Org. Chem., 31, 1251 (1966).

    Google Scholar 

  13. S. D. Darling and K. D. Wills, J. Org. Chem., 32, 2794 (1967).

    Google Scholar 

  14. A. L. Wilds and N. A. Nelson, J. Amer. Chem. Soc., 75, 5360 (1953).

    Google Scholar 

  15. Z. N. Parnes, D. N. Kursanov, and Yu. I. Lyakhovetskii, Zh. Vsesoyuzn. Khim. Obshchestva, 19, 324 (1974).

    Google Scholar 

  16. E. A. Dem'yanova, Master's Disseration, Moscow State Univ., Moscow (1975).

    Google Scholar 

  17. L. Klasinc, E. Pop, and N. Trinajstic, Tetrahedron, 28, 3645 (1974).

    Google Scholar 

  18. R. D. Brown and B. A. Coller, Austral. J. Chem., 12, 152 (1959).

    Google Scholar 

  19. R. Royer and L. Rene, Bull. Soc. Chim. France, 1029 (1970).

  20. M. W. Farrar and R. Levine, J. Amer. Chem. Soc., 72, 4433 (1950).

    Google Scholar 

  21. G. M. Brooke, B. S. Furniss, and W. K. R. Musgrave, J. Chem. Soc., C, 580 (1968).

    Google Scholar 

  22. É. A. Karakhanov, E. A. Dem'yanova, E. G. Shkarin, and E. A. Viktorova, Khim. Geterotsikl, Soedin., No. 11, 1479 (1975).

    Google Scholar 

  23. É. A. Karakhanov, E. A. Dem'yanova, L. N. Borodina, and E. A. Viktorova, Dokl. Akad. Nauk SSSR, 214, 538 (1974).

    Google Scholar 

  24. B. Klarmann, J. Amer. Chem. Soc., 73, 4476 (1951).

    Google Scholar 

  25. T. Lesiak, Roczn. Chem., 38, 1015 (1964).

    Google Scholar 

  26. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, in: Heterogeneous Catalysis in Reactions for the Preparation and Conversion of Heterocyclic Compounds [in Russian], Riga (1971), p. 81.

  27. É. A. Karakhanov, L. G. Saginova, E. A. Viktorova, and N. A. Filippova, Khim. Geterotsikl. Soedin., No. 2, 133 (1970).

    Google Scholar 

  28. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, Khim. Geterotsikl. Soedin., 591 (1969).

  29. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 5, 597 (1971).

    Google Scholar 

  30. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 5, 570 (1972).

    Google Scholar 

  31. É. A. Karakhanov, M. V. Vagabov, A. V. Starkovskii, and E. A. Viktorova, Kinet. Katal., 16, No. 5, 1198 (1975).

    Google Scholar 

  32. E. Crawford and C. Kemball, Trans. Faraday Soc., 58, 2452 (1962).

    Google Scholar 

  33. G. E. Calf, J. L. Garnett and V. A. Pickels, Austral. J. Chem., 21, 961 (1968).

    Google Scholar 

  34. M. V. Vagabov, Master's Dissertation, Moscow State Univ., Moscow (1972).

    Google Scholar 

  35. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 1, 86 (1972).

    Google Scholar 

  36. É. A. Karakhanov, L. G. Saginova, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 4, 456 (1970).

    Google Scholar 

  37. I. F. Bel'skii, N. I. Shuikin, and R. A. Karakhanov, Dokl. Akad. Nauk SSSR, 138, 829 (1961).

    Google Scholar 

  38. É. A. Karakhanov, L. G. Saginova, E. A. Viktorova, and M. V. Vagabov, Vestnik MGU, Khimiya, No.6, 710 (1971).

    Google Scholar 

  39. É. A. Karakhanov, N. N. Khvorostukhina, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 5, 637 (1970).

    Google Scholar 

  40. É. A. Karakhanov, N. N. Khvorostukhina, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 4, 502 (1971).

    Google Scholar 

  41. É. A. Karakhanov, N. N. Khvorostukhina, P. Girnus, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 2, 248 (1973).

    Google Scholar 

  42. É. A. Karakhanov, A. A. Freger, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 6, 693 (1972).

    Google Scholar 

  43. É. A. Karakhanov, A. A. Freger, M. V. Vagabov, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 3, 358 (1972).

    Google Scholar 

  44. É. A. Karakhanov, A. A. Freger, M. Baretto, and E. A. Viktorova, Izv. Vuzov, Ser. Khim. Khim. Tekhnol., 16, 650 (1973).

    Google Scholar 

  45. É. A. Karakhanov, A. A. Freger, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 2, 235 (1971).

    Google Scholar 

  46. A. A. Freger, Master's Dissertation, Moscow State Univ., Moscow (1971).

    Google Scholar 

  47. É. A. Karakhanov, S. V. Lysenko, S. P. Bolotintseva, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 6, 713 (1973).

    Google Scholar 

  48. É. A. Karakhanov, M. V. Vagabov, and E. A. Viktorova, Vestnik MGU, No. 4, 493 (1972).

    Google Scholar 

  49. É. A. Karakhanov, M. V. Vagabov, T. N. Cherkasova, and E. A. Viktorova, Izv. Vuzov, Ser. Khim. Khim. Tekhnol., 16, 84 (1973).

    Google Scholar 

  50. É. A. Karakhanov, M. V. Vagabov, S. K. Dzhamalov, and E. A. Viktorova, Khim. Geterotsikl. Soedin., No. 3, 321 (1975).

    Google Scholar 

  51. É. A. Karakhanov, M. V. Vagabov, and E. A. Viktorova, Dokl. Akad. Nauk SSSR, 206, 118 (1972).

    Google Scholar 

  52. É. A. Karakhanov, S. V. Lysenko, V. V. Berentsveig, P. A. Sharbatyan, E. A. Viktorova, and A. P. Rudenko, Zh. Fiz. Khim., 48, 2072 (1974).

    Google Scholar 

  53. É. A. Karakhanov, A. A. Freger, and E. A. Viktorova, Izv. Vuzov, Ser. Khim. Khim. Tekhnol., 16, 586 (1973).

    Google Scholar 

  54. S. V. Lysenko, Master's Dissertation, Moscow State Univ., Moscow (1974).

    Google Scholar 

  55. É. A. Karakhanov, E. A. Dem'yanova, and E. A. Viktorova, Dokl. Akad. Nauk SSSR, 204, 879 (1972).

    Google Scholar 

  56. É. A. Karakhanov, E. A. Dem'yanova, and E. A. Viktorova, Vestnik MGU, Khimiya No. 1, 93 (1974).

    Google Scholar 

  57. É. A. Karakhanov, E. A. Dem'yanova, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 3, 344 (1975).

    Google Scholar 

  58. É. A. Karakhanov, S. V. Lysenko, and E. A. Viktorova, Vestnik MGU, Khimiya, No. 4, 500 (1974).

    Google Scholar 

  59. É. A. Karakhanov, A. A. Freger, E. N. Pilipenko, and E. A. Viktorova, Khim. Geterotsikl. Soedin., No. 2, 147 (1973).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 435–446, April, 1976.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Karakhanov, É.A., Viktorova, E.A. Hydrogenation and dehydrogenation reactions of benzofuran and its derivatives (review). Chem Heterocycl Compd 12, 367–375 (1976). https://doi.org/10.1007/BF00480416

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00480416

Keywords

Navigation