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Chemistry of Heterocyclic Compounds

, Volume 28, Issue 11, pp 1249–1254 | Cite as

2-Benzopyrylium salts. 44. Formation of 4-acyl-3,4-dihydroisoquinolinium salts from the reaction of 2-benzopyrylium salts with azomethines and the cycloaddition of male-imides to the product of their deprotonation, the 2,3-dihydroisoquinolines

  • D. É. Tosunyan
  • S. V. Berin
  • E. V. Kuznetsov
Article

Abstract

The effect of substituents in the 2-benzopyrylium cation and in the azomethines on the character of their reaction in various solvents has been clarified. It was shown that the 4-acyl-3,4-dihydroisoquinolinium salts resulting after deprotonation form compounds with an ortho-quinonoid structure which then react with maleimides by cycloaddition.

Keywords

Organic Chemistry Form Compound Deprotonation Form Dihydroisoquinolinium 
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.

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References

  1. 1.
    S. V. Verin and E. V. Kuznetsov, Khim. Geterotsikl. Soedin., No. 2, 169 (1992).Google Scholar
  2. 2.
    S. V. Verin, D. E. Tosunyan, P. I. Zakharov, V. K. Shevtsov, and E. V. Kuznetsov, Khim. Geterotsikl. Soedin., No. 9, 1177 (1990).Google Scholar
  3. 3.
    E. A. Zvezdina, A. N. Popova, and G. N. Dorofeenko, Khim. Geterotsikl. Soedin., No. 4, 465 (1982).Google Scholar
  4. 4.
    I. V. Shcherbakova and E. V. Kuznetsov, Khim. Geterotsikl. Soedin., No. 4, 552 (1982).Google Scholar
  5. 5.
    M. Cushman and L. Cheng, J. Org. Chem., 43, 286 (1978).Google Scholar
  6. 6.
    G. P. Safaryan, I. V. Shcherbakova, G. N. Dorofeenko, and E. V. Kuznetsov, Khim. Geterotsikl. Soedin., No. 12, 1608 (1981).Google Scholar
  7. 7.
    G. N. Dorofeenko, E. A. Zvezdina, and V. V. Derbenev, Zh. Org. Khim., No. 19, 175 (1973).Google Scholar
  8. 8.
    S. V. Verin, D. E. Tosunyan, and E. V. Kuznetsov, Khim. Geterotsikl. Soedin., No. 2, 175 (1991).Google Scholar
  9. 9.
    R. M. Silverstein, G. C. Bassler, and T. C. Morrill, Spectrometric Identification of Organic Compounds [Russian translation], Mir, Moscow (1977), p. 337.Google Scholar
  10. 10.
    J. L. Charlton and M. M. Allauddin, Tetrahedron, 43, 2873 (1987).Google Scholar
  11. 11.
    V. A. Kovtunenko, E. V. Voitenko, T. T. Kucherenko, A. V. Turov, A. K. Tylin, and F. S. Babichev, Khim. Geterotsikl. Soedin., No. 2, 190 (1990).Google Scholar
  12. 12.
    Synthesis of Organic Preparations, No. 2, 164 (1949).Google Scholar

Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • D. É. Tosunyan
    • 1
  • S. V. Berin
    • 1
  • E. V. Kuznetsov
    • 1
  1. 1.Scientific-Research Institute of Physical and Organic ChemistryRostov-on-Don

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