Chemistry of Heterocyclic Compounds

, Volume 20, Issue 3, pp 263–267 | Cite as

Research in the chemistry of heterocyclic quinoneimines. 3. Oxidative cyclization of 2,5-diarylamino-substituted 1,4-benzoquinone-4-phenylimines — Simple method for the preparation of 2-arylamino-5-aryl-3-phenazinones

  • E. V. Tsoi
  • G. B. Afanas'eva
  • O. N. Chupakhin


2,5-Diarylamino-1,4-benzoquinone-4-phenylimines, which are formed in the reaction of 1,4-benzoquinone-4-phenylimine with aromatic amines, are converted under oxidative conditions to products of intramolecular oxidative cyclization, viz., 2-arylamino-5-aryl-3-phenazinones.


Organic Chemistry Oxidative Condition Aromatic Amine Oxidative Cyclization Intramolecular Oxidative Cyclization 
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.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    K. I. Pashkevich, G. B. Afanas'eva, and I. Ya. Postovskii, Khim. Geterotsikl. Soedin., No. 6, 746 (1971).Google Scholar
  2. 2.
    T. K. Pashkevich, G. B. Afanas'eva, I. Ya. Postovskii, and K. I. Pashkevich, Khim. Geterotsikl. Soedin., No. 3, 353 (1975).Google Scholar
  3. 3.
    T. K. Pashkevich, I. Ya. Postovskii, and G. B. Afanas'eva, Khim. Geterotsikl. Soedin., No. 7, 985 (1978).Google Scholar
  4. 4.
    G. B. Afanas'eva, V. I. Vysokov, I. S. Ufimtseva, and O. N. Chupakhin, Khim. Geterotsikl. Soedin., No. 4, 486 (1983).Google Scholar
  5. 5.
    Houben-Weyl, Methoden der organischen Chemie, Vol. VII/3b, Georg Thieme Verlag, Stuttgart (1979), p. 233.Google Scholar
  6. 6.
    R. Elderfield, Heterocyclic Compounds, Vol. 6, Wiley, New York (1957).Google Scholar
  7. 7.
    F. Baloch, J. Org. Chem., 36, 1339 (1971).Google Scholar
  8. 8.
    H. Musso, D. Dopp, and J. Kuhles, Chem. Ber., 98, 3937 (1965).Google Scholar
  9. 9.
    K. C. Brown and J. F. Corbett, J. Org. Chem., 44, 25 (1979).Google Scholar
  10. 10.
    K. C. Brown and J. F. Corbett, J. Chem. Soc., Perkin Trans. II, 886 (1981).Google Scholar
  11. 11.
    T. K. Pashkevich, I. Ya. Postovskii, G. B. Afanas'eva, and L. P. Anan'ina, Khim. Geterotsikl. Soedin., No. 10, 1430 (1975).Google Scholar
  12. 12.
    E. Bandrowski, Monatsh. Chem., 139 (1888).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • E. V. Tsoi
    • 1
  • G. B. Afanas'eva
    • 1
  • O. N. Chupakhin
    • 1
  1. 1.S. M. Kirov Ural Polytechnic InstituteSverdlovsk

Personalised recommendations