Advertisement

Chemistry of Heterocyclic Compounds

, Volume 27, Issue 1, pp 42–44 | Cite as

3,5-Di-tert-butyl-o-benzoquinone as a reagent for oxidative dehydrogenation of 9R-symnonahydro-10-chalcogenoanthracenes

  • V. T. Abaev
  • A. F. Blinokhvatov
  • O. V. Markovtseva
  • O. Y. Okhlobystin
Article
  • 53 Downloads

Abstract

3,5-Di-tert-butyl-o-benzoquininone is a convenient reagent for the oxidative dehydrogenation of 9R-symnonahydro-10-chalcogenoanthracenes. The good solubility of o-quinone itself and the corresponding pyrocatechol facilitates the isolation of the salts of 10-chalcogenoanthrenes, which do not require additional purification. Unlike trityl perchlorate, o-quinone has mild oxidizing characteristics and does not give rise to elimination of the substituents. The synthesis of three new chalcogenopyrans and nine chalcogenopyrylium salts is described.

Keywords

Purification Organic Chemistry Perchlorate Dehydrogenation Good Solubility 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature Cited

  1. 1.
    V. G. Kharchenko, T. I. Krupina, and A. F. Blinokhvatov,Thioxanthenes and Their Derivatives [in Russian], Izd. SGU, Saratov (1978), p. 30.Google Scholar
  2. 2.
    J. Kuthan,Adv. Heterocycl. Chem.,34, 230 (1985).Google Scholar
  3. 3.
    O. V. Drygina and A. D. Garnovskii,Khim. Geterotsikl. Soedin., No. 8, 1011 (1983).Google Scholar
  4. 4.
    V. B. Kharchenko and S. N. Chalaya,Thiopyrans, Thiopyrylium Salts, and Related Compounds [in Russian], Izd. SGU, Saratov (1987), p. 58.Google Scholar
  5. 5.
    N. K. Kochetkov (ed.),General Organic Chemistry [in Russian], Vol. 2, Khimiya, Moscow (1982), p. 838.Google Scholar
  6. 6.
    J. Degani, R. Fochi, and C. Vinsenzi,Boll. Sci. Fac. Chim. Ind. Bologna,23, No. 1, 21 (1965).Google Scholar
  7. 7.
    V. G. Kharchenko, A. F. Blinokhvatov, K. B. Mityurina, Z. N. Parnes, and D. N. Kursanov,Izv. Akad. Nauk SSSR, Ser. Khim., No. 3, 612 (1976).Google Scholar
  8. 8.
    A. A. Shcherbakov, G. G. Aleksandrov, Yu. T. Struchkov, and V. G. Kharchenko,Khim. Geterotsikl. Soedin., No. 11, 1470 (1979).Google Scholar
  9. 9.
    I. Ya. Evtushenko, S. K. Klimenko, B. I. Ionin, and V. G. Kharchenko,Zh. Org. Khim.,9, 2417 (1975).Google Scholar
  10. 10.
    V. G. Kharchenko, N. M. Yartseva, and N. I. Kozhevnikova,Zh. Org. Khim.,7, 1551 (1971).Google Scholar
  11. 11.
    V. V. Kharchenko, S. K. Klimenko, and T. I. Krupina,Zh. Org. Khim.,3, 1344 (1967).Google Scholar
  12. 12.
    A. F. Blinokhvatov, O. V. Markovtseva, I. A. Shelider, and V. G. Kharchenko,Khim. Geterotsikl. Soedin., No. 5, 640 (1981).Google Scholar
  13. 13.
    V. G. Kharchenko and A. F. Blinokhvatov,Khim. Geterotsikl. Soedin., No. 12, 1615 (1978).Google Scholar
  14. 14.
    M. N. Tilichenko,Uch. Zap. SGU, Saratov,75, 60 (1962).Google Scholar
  15. 15.
    A. T. Balaban and N. S. Barbulescu,Rev. Roum. Chim.,11, 109 (1966).Google Scholar
  16. 16.
    V. G. Kharchenko, T. I. Krupina, and S. K. Klimenko,Zh. Org. Khim.,2, 1899 (1966).Google Scholar

Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • V. T. Abaev
    • 1
    • 2
  • A. F. Blinokhvatov
    • 1
    • 2
  • O. V. Markovtseva
    • 1
    • 2
  • O. Y. Okhlobystin
    • 1
    • 2
  1. 1.Scientific-Research Institute of Chemistry of Free RadicalsK. L. Khetagurov Severo-Osetinsk State UniversityVladikavkaz
  2. 2.Penzensk Agricultural InstitutePenza

Personalised recommendations