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Chemistry of Heterocyclic Compounds

, Volume 15, Issue 4, pp 404–408 | Cite as

9-alkenylcarbazoles

5. Simple method for the synthesis and electrophilic addition of alcohols under the influence of CCl4
  • V. D. Filimonov
  • V. A. Anfinogenov
  • E. E. Sirotkina
Article
  • 38 Downloads

Abstract

A number of 9-alkenylcarbazoles were obtained in good yields by elimination of alcohols from 9-(l-alkoxyalkyl)carbazoles by heat treatment and under the influence of catalysts. The method makes it possible to obtain both pure trans isomers and mixtures of cis-trans isomers of disubstituted 9-alkenylcarbazoles. The trans isomers of N-propenyl derivatives of pyrrolidone and caprolactam were similarly obtained. The fact of the catalysis of the electrophilic addition of alcohols to 9-alkenylcarbazoles by carbon tetrachloride was observed.

Keywords

Alcohol Heat Treatment Organic Chemistry Catalysis Good Yield 
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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Literature cited

  1. 1.
    V. D. Filimonov, V. A. Anfinogenov, and E. E. Sirotkina, Zh. Org. Khim., 14, 2550 (1978).Google Scholar
  2. 2.
    V. A. Anfinogenov, V. D. Filimonov, and E. E. Sirotkina, Zh. Org. Khim., 14, 1723 (1978).Google Scholar
  3. 3.
    J. Furukawa, A. Onishi, and T. Tsuruta, J. Org. Chem., 23, 673 (1958).Google Scholar
  4. 4.
    V. A. Anfinogenov, V. D. Filimonov, and E. E. Sirotkina, Zh. Org. Khim., 14, 1687 (1978).Google Scholar
  5. 5.
    A. V. Bogdanova and M. F. Shostakovskii, Izy. Akad. Nauk SSSR, Ser. khim., No. 2, 224 (1957).Google Scholar
  6. 6.
    L. P. Ellinger, Polymer, 5, 559 (1964).Google Scholar
  7. 7.
    H. F. Kauffman, J. W. Breitenbach, and O. F. Olaj, J. Polym. Sci., Polym. Chem. Ed., 11, 737 (1973).Google Scholar
  8. 8.
    V. P. Lopatinskii, E. E. Sirotkina, and S. A. Bazdyreva, Inventor's Certificate No. 193518 (1965); Byull. Izobr., No. 7, 38 (1967).Google Scholar
  9. 9.
    R. A. Crellin and A. Ledwith, Macromolecules, 8, 93 (1975).Google Scholar
  10. 10.
    V. D. Filimonov, V. A. Anfinogenov, and E. E. Sirotkina, Zh. Org. Khim., 14, 2607 (1978).Google Scholar

Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • V. D. Filimonov
    • 1
  • V. A. Anfinogenov
    • 1
  • E. E. Sirotkina
    • 1
  1. 1.S. M. Kirov Tomsk Polytechnic InstituteTomsk

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