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Chemistry of Heterocyclic Compounds

, Volume 42, Issue 7, pp 868–871 | Cite as

Reductive deacetylation of 3,3,3-trifluoro-1-(2-thenoyl)acetone

  • N. V. Russavskaya
  • V. A. Grabel’nyh
  • E. N. Deryagina
  • N. A. Korchevin
Article
  • 57 Downloads

Abstract

The reaction of 3,3,3-trifluoro-1-(2-thenoyl)acetone with sulfur—hydrazine hydrate—alkali and hydrazine hydrate—alkali systems is effected by reductive fission of the trifluoroacetyl group and leads to the formation of nitrogen-containing derivatives of 2-acetylthiophene. Sodium polysulfide assists the reductive fission of 3,3,3-trifluoro-1-(2-thenoyl)acetone.

Keywords

hydrazine polysulfide anions 3,3,3-trifluoro-1-(2-thenoyl)acetone deacetylation 

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References

  1. 1.
    D. H. R. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry, Vol. 8, Pergamon, Oxford (1979).Google Scholar
  2. 2.
    K. A. Volkova, A. N. Volkov, A. I. Albanov, A. S. Nakhmanovich, and V. A. Lopyrev, Zh. Obshch. Khim., 73, 1716 (2003).Google Scholar
  3. 3.
    N. V. Russavskaya, V. A. Grabel’nyh, E. P. Levanova, E. N. Sukhomazova, and E. N. Deryagina, Zh. Org. Khim., 38, 1551 (2002).Google Scholar
  4. 4.
    J. Niwa, M. Jamazaki, and T. Takeuchi, Chem. Lett., 1975 (1975).Google Scholar
  5. 5.
    Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka, Moscow (1974).Google Scholar
  6. 6.
    E. N. Deryagina, N. V. Russavskaya, and V. A. Grabel’nyh, Zh. Obshch. Khim., 74, 384 (2004).Google Scholar
  7. 7.
    D. H. R. Barton and W. D. Ollis (editors), Comprehensive Organic Chemistry, Vol. 2, Pergamon, Oxford (1979).Google Scholar
  8. 8.
    I. M. Korenman, Organic Reagents in Inorganic Analysis [Russian translation], Khimiya, Moscow (1980), p. 358.Google Scholar
  9. 9.
    O. Tsuge, H. Watanake, and K. Hokama, Bull. Chem. Soc. Jpn., 44, 505 (1971).CrossRefGoogle Scholar
  10. 10.
    L. I. Belen’kii, A. P. Yakubov, and Ya. L. Gol’dfarb, Zh. Org. Khim., 6, 2518 (1970).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • N. V. Russavskaya
    • 1
  • V. A. Grabel’nyh
    • 1
  • E. N. Deryagina
    • 1
  • N. A. Korchevin
    • 1
  1. 1.Irkutsk A. E. Favorsky Institute of ChemistrySiberian Branch of the Russian Academy of SciencesIrkutsk

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