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Chemistry of Heterocyclic Compounds

, Volume 47, Issue 12, pp 1601–1602 | Cite as

Synthesis of 7,9,10,11-tetrahydro-8H-chromeno[3,2-h]quinolin-8-ones

  • V. A. OsyaninEmail author
  • D. V. Osipov
  • Yu. N. Klimochkin
Article

Condensed pyrano[3,2-h]quinolines possess a broad spectrum of pharmacological action. Amongst them there are found compounds which are efficient for treatment of the immune system diseases [1,2] and which possess anticancer [3] and antiallergy activity [4].

We have shown that the reaction of the Mannich base 1 with the enamines 2a,b in refluxing DMF gives the 7,9,10,11-tetrahydro-8 H-chromeno[3,2- h]quinolin-8-ones 3a,b.

Keywords

enamines o-quinone methides 7,9,10,11-tetrahydro-8H-chromeno[3,2-h]quinolin-8-ones Mannich bases 

References

  1. 1.
    C. P. Dell and A. C. Williams, US Pat. Appl. 5434160.Google Scholar
  2. 2.
    A. C. Williams, US Pat. Appl. 5514699.Google Scholar
  3. 3.
    W. Kemnitzer, J. Drewe, S. Jiang, H. Zhang, J. Zhao, C. Crogan-Grundy, L. Xu, S. Lamothe, H. Gourdeau, R. Denis, B. Tseng, S. Kasibhatla, and S. X. Cai, J. Med. Chem., 50, 2858 (2007).CrossRefGoogle Scholar
  4. 4.
    D. Cox, H. Cairns, N. Chadwick, and J. L. Suschitzky, US Pat. Appl. 4419352.Google Scholar
  5. 5.
    R. W. Van De Water and T. R. R. Pettus, Tetrahedron, 58, 5367 (2002).CrossRefGoogle Scholar
  6. 6.
    M. von Strandtmann, M. P. Cohen, and J. Shavel, Jr., J. Heterocycl. Chem., 7, 1311 (1970).CrossRefGoogle Scholar
  7. 7.
    Y. Chen and M. G. Steinmetz, J. Org. Chem., 71, 6053 (2006).CrossRefGoogle Scholar
  8. 8.
    J. H. Burckhalter and R. I. Leib, J. Org. Chem., 26, 4078 (1961).CrossRefGoogle Scholar
  9. 9.
    C. J. Kowalski and K. W. Fields, J. Org. Chem., 46, 197 (1981).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2012

Authors and Affiliations

  • V. A. Osyanin
    • 1
    Email author
  • D. V. Osipov
    • 1
  • Yu. N. Klimochkin
    • 1
  1. 1.Samara State Technical UniversitySamaraRussia

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