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Chemistry of Heterocyclic Compounds

, Volume 45, Issue 3, pp 336–340 | Cite as

Reactions of 4-unsubstituted 4,5-dihydro-1H-indeno[1,2-b]pyridines

  • D. Tanaev
  • V. Lusis
  • D. Muceniece
Article

Alkylation of 3-methoxycarbonyl-2-methyl-5-oxo-4,5-dihydro-1H-indeno[1,2-b]pyridine and 12-oxo-12,13-dihydro-7H-7azaindeno[1,2-b]phenanthrene using methyl iodide or allyl bromide in DMF solution in the presence of NaH occurs with high selectivity and gives the corresponding C-alkyl derivatives in high yield. The acid cleavage of the 4a-alkylated 3-methoxycarbonyl-2-methyl-5-oxo-4a,5-dihydroindeno[1,2-b]pyridines has been studied.

Keywords

12,13- and 12,12a-dihydro-7-azaindenophenanthrenes 4,5- and 4a,5-dihydroindeno-pyridines 

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References

  1. 1.
    V. K. Lusis, D. Muceniece, A. Z. Zandersons, I. B. Mazheika, and G. Ya. Dubur, Khim. Geterotsikl. Soedin., 393 (1984). [Chem. Heterocycl. Comp., 20, 318 (1984)].Google Scholar
  2. 2.
    D. Muceniece, S. Stupnikova, and V. Lusis, Khim. Geterotsikl. Soedin., 1071 (2001). [Chem. Heterocycl. Comp., 37, 982 (2001)].Google Scholar
  3. 3.
    V. Lusis, D. Muceniece, and G. Duburs, Tetrahedron, 42, 1547 (1986).CrossRefGoogle Scholar
  4. 4.
    S. Stupnikova, Dz. Muceniece, and V. Lusis, Khim. Geterotsikl. Soedin., 249 (2007). [Chem. Heterocycl. Comp., 43, 197 (2007)].Google Scholar
  5. 5.
    E. Stankevich and G. Vanags, Izv. Akad. Nauk LatvSSR. Ser. Khim., 311 (1962).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2009

Authors and Affiliations

  1. 1.Latvian Institute of Organic SynthesisRigaLatvia

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