Skip to main content
SpringerLink
Log in

Synthesis of quinoline vinyl derivatives by the Mannich reaction

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Aminomethylation of quinaldine and lepidine is investigated. Decomposition of quaternary salts of Mannich bases gives 2- and 4-vinylquinoline.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. N. Koenigs, Chem. Ber., 32, 224, 1889.

    Google Scholar 

  2. M. M. Kotton and O. K. Surnina, ZhOKh, 27, 2974. 1957.

    Google Scholar 

  3. Z. Yu. Kokoshko, O. N. Chunakhin, N. B. Smirnova, V. I. Kodolov, and Z. V. Pushkareva, Plast. massy, 2, 51, 1962.

    Google Scholar 

  4. B. Bachman and D. Mioussi, J. Am. Chem. Soc., 70, 2381, 1948.

    Article  CAS  Google Scholar 

  5. Z. Yu. Kokoshko, O. N. Chupakhin, N. B. Smirnova, and Z. B. Pushkareva, Synthesis and Properties of Monomers [in Russian], Nauka, Moscow, 241, 1964.

    Google Scholar 

  6. G. S. Kolesnikov, Synthesis of Vinyl Derivatives of Aromatic and Heterocyclic Compounds [in Russian], Izd-vo AN SSSR, Moscow, 261, 1960.

    Google Scholar 

  7. F. F. Blicke, Organic Reactions [Russian Translation], 1, 408, 1948.

    Google Scholar 

  8. B. Reichert, The Mannich Reaction [in German], Berlin-Gottingen-Heidelberg, 175, 1959.

  9. Bartholomaus, German Patent 497907, C., 2, 813, 1930.

    Google Scholar 

  10. V. Boekelheide and Marinetti, J. Am. Chem. Soc., 73, 4015, 1951.

    Article  CAS  Google Scholar 

  11. W. O. Kermack and W. Muir, J. Chem. Soc. 3089, 1931.

  12. Tseou Heou-Feo, Bull. soc. chim. France, 2, 96, 1935.

    CAS  Google Scholar 

  13. E. P. Adams, F. P. Doyle, and J. H. C. Nayler, J. Chem. Soc., 3066, 1957.

  14. S. Kolotov, ZhRFKhO, 17, 229, 1885.

    Google Scholar 

  15. T. F. Cammings and J. R. Shelton, J. Org. Chem., 25, 419, 1960.

    Article  Google Scholar 

  16. M. I. Farberov and G. S. Mironov, Kin. i kat., 4, 526, 1963.

    CAS  Google Scholar 

  17. T. I. Abramovich, I. P. Gragerov, and V. V. Perekalin, DAN, 121, 295, 1958.

    CAS  Google Scholar 

  18. N. N. Zatsepina, I. F. Tupitsin, and L. S. Efros, ZhOKh, 33, 2705, 1963.

    CAS  Google Scholar 

  19. N. N. Zatsepina, I. T. Tupitsin, and L. S. Efros, ZhOKh, 34, 4065, 1964.

    CAS  Google Scholar 

  20. V. Boekelheide and A. L. Sieg, J. Org. Chem., 19, 587, 1954.

    Article  CAS  Google Scholar 

  21. A. Cope, D. McLean, and N. Nelson, J. Am. Chem. Soc., 77, 1628, 1955.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Novocherkassk Polytechnic Institute, USSR

    E. Sh. Kagan & B. I. Ardashev

Authors
  1. E. Sh. Kagan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. B. I. Ardashev
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kagan, E.S., Ardashev, B.I. Synthesis of quinoline vinyl derivatives by the Mannich reaction. Chem Heterocycl Compd 3, 559–560 (1967). https://doi.org/10.1007/BF00481605

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00481605

Keywords

Search

Navigation