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Chemistry of Heterocyclic Compounds

, Volume 20, Issue 9, pp 957–960 | Cite as

Condensed heterocycles. 42. Synthesis and some properties of 3-hydroselenobenzo[b]furan-2-carbaldehyde and 2-hydroselenobenzo[b]furan-3-carbaldehyde

  • V. P. Litvinov
  • V. Yu. Mortikov
  • A. F. Vaisburg
Article
  • 34 Downloads

Abstract

The reactions of 3-chlorobenzo[b]furan-2-carbaldehyde and 2-bromobenzo[b]furan-3-carbaldehyde with sodium hydrogen selenide have yielded isomeric hydroseleno aldehydes which, under the action of atmospheric oxygen, have oxidized to diselenides, while alkylation of the seleno aldehydes with methyl iodide leads to the formation of the corresponding methylseleno derivatives.

Keywords

Oxygen Hydrogen Sodium Methyl Organic Chemistry 
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.
    B. M. Zolotarev, V. P. Litvinov, Ya. L. Gol'dfarb, and V. Yu. Mortikov, Khim. Geterosikl. Soedin., No. 8, 1057 (1984).Google Scholar
  2. 2.
    K. Gewald, M. Hentschel, and U. Illigen, J. Prakt. Chem., 316, 1030 (1974).Google Scholar
  3. 3.
    Ya. L. Gol'dfarb, New Directions in Thiophene Chemistry [in Russian], Nauka, Moscow (1976), p. 190.Google Scholar
  4. 4.
    Ya. L. Gol'dfarb, V. P. Litvinov, and V. Yu. Mortikov, Khim. Geterotsikl. Soedin., No. 7, 905 (1979).Google Scholar
  5. 5.
    V. A. Bren', V. I. Usacheva, Zh. V. Bren', B. Ya. Simkin, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 5, 631 (1974).Google Scholar
  6. 6.
    G. M. Coppola, J. Heterocycl. Chem., 18, 845 (1981).Google Scholar
  7. 7.
    K. Fries and W. Pfaffendorf, Chem. Ber., 43, 212 (1910).Google Scholar
  8. 8.
    Beilst, 17, 309 (1959).Google Scholar
  9. 9.
    R. Royer, P. Demerseman, and I. Rene, Bull. Soc. Chim. Fr., No. 10, 3740 (1970).Google Scholar
  10. 10.
    R. Stoermer and B. Kahlert, Chem. Ber., 35, 1640 (1902).Google Scholar
  11. 11.
    W. Grubenman and H. Erlenmeyer, Helv. Chim. Acta, 31, 78 (1948).Google Scholar
  12. 12.
    Organic Syntheses [Russian translation], IL, Moscow, Coll. 5 (1954), p. 35.Google Scholar

Copyright information

© Plenum Publishing Corporation 1985

Authors and Affiliations

  • V. P. Litvinov
    • 1
  • V. Yu. Mortikov
    • 1
  • A. F. Vaisburg
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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