Advertisement

Chemistry of Heterocyclic Compounds

, Volume 24, Issue 9, pp 992–999 | Cite as

Bisindoles. 25. Properties of 3h,8h-indolo[4,5-e]- and -[5,4-e]indole

  • Sh. A. Samsoniya
  • M. V. Trapaidze
  • S. V. Dolidze
  • N. A. ésakiya
  • L. N. Kurkovskaya
  • N. N. Suvorov
Article
  • 27 Downloads

Abstract

Electrophilic-substitution reactions for 3H,8H-indolo[4,5-e]- and -[5,4-e]indole were studied. Mono- and disubstituted compounds were isolated as a result of formylation and acetylation, whereas only monosubstitution products were isolated in the case if diazo coupling. It is shown that in the dimethylaminomethylation of 3H,8H-indolo[4,5-e]indole steric factors hinder the formation of a disubstituted compound, while the formation of \-substitution products is hindered in the case of diazo coupling of 3H,8H-indolo[4,5-e]- and-[5,4-e]indole.

Keywords

Organic Chemistry Indole Steric Factor Substitution Product Diazo Coupling 
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.
    M. G. Cheshmaritashvili, Sh. A. Samsoniya, E. N. Gordeev, L. V. Vasin, V. A. Shamshina, and N. N. Suvorov, Khim.-farm. Zh., No. 2, 158 (1985).Google Scholar
  2. 2.
    Sh. A. Samsoniya, M. V. Trapaidze, S. V. Dolidze, N. A. ésakiya, N. N. Suvorov, A. M. Kolesnikov, and F. A. Mikhailenko, Khim. Geterotsikl. Soedin., No. 3, 352 (1984).Google Scholar
  3. 3.
    Sh. A. Samsoniya, M. V. Trapaidze, L. N. Kurkovskaya, L. G. Tret'yakova, T. K. Efimova, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 9, 1221 (1979).Google Scholar
  4. 4.
    Sh. A. Samsoniya, M. V. Trapaidze, L. N. Kurkovskaya, Dzh. A. Kereselidze, and N. N. Suvorov, Khim. Geterotsikl. Soedin., No. 11, 1501 (1980).Google Scholar
  5. 5.
    J. A. Pople and D. L. Beveridge, Approximate Molecular Orbital Theory, McGraw-Hill, New York (1970).Google Scholar
  6. 6.
    V. G. Maslov, Zh. Struk. Khim., 18, 414 (1977).Google Scholar
  7. 7.
    Yu. A. Ustynyuk (ed.), Quantum-Chemical Methods of Calculation of Molecules [in Russian], Khimiya, Moscow (1985).Google Scholar
  8. 8.
    S. P. Hiremath and R. S. Hosmane, Adv. Heterocycl. Chem., 15, 277 (1973).Google Scholar
  9. 9.
    R. G. Parker and J. D. Roberts, J. Org. Chem., 35, 996 (1970).Google Scholar

Copyright information

© Plenum Publishing Corporation 1989

Authors and Affiliations

  • Sh. A. Samsoniya
    • 1
  • M. V. Trapaidze
    • 1
  • S. V. Dolidze
    • 1
  • N. A. ésakiya
    • 1
  • L. N. Kurkovskaya
    • 1
  • N. N. Suvorov
    • 1
  1. 1.Tbilisi State UniversityTbilisi

Personalised recommendations