Reaction of 3-amtnofurazans with elemental fluorine

  • A. V. Fokin
  • I. V. Tselinskii
  • S. F. Mel'nikova
  • S. N. Vergizov
  • Yu. N. Studnev
  • V. P. Stolyarov
  • S. S. Il'in
Organic Chemistry

Conclusions

  1. 1.

    Aminofurazans are fluorinated by elemental fluorine selectively at the amino group with the formation of N,N-difluoroamino derivatives as the main products. The reaction can be accompanied by oxidative dimerization to the corresponding azo compounds.

     
  2. 2.

    The difluoroamino group in a series of furazans exhibits the properties of an R substituent.

     

Keywords

Fluorine Main Product Oxidative Dimerization Elemental Fluorine Difluoroamino 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    I. L. Knunyants, N. N. Mel'nikov, and V. D. Simonov (eds.), Reactions and Methods for Investigation of Organic Compounds [in Russian], Book 24, Khimiya, Moscow (1976), pp. 37–45Google Scholar
  2. 2.
    A. V. Fokin, V. P. Stolyarov, and V. P. Radchenko, Izv. Akad. Nauk SSSR, Ser. Khim., 1853 (1982).Google Scholar
  3. 3.
    V. Grakauskas, Intra-Sci. Chem. Rep.,5, 85 (1971).Google Scholar
  4. 4.
    E. Durio and S. Dugone, Gazz. Chim. Ital.,66, 139 (1936).Google Scholar
  5. 5.
    V. Grakauskas and K. Baum, J. Am. Chem. Soc.,92, 2096 (1970).Google Scholar
  6. 6.
    V. Grakauskas and K. Baum, J. Org. Chem.,35, 1545 (1970).Google Scholar
  7. 7.
    I. V. Tselinskii, S. F. Mel'nikova, and S. N. Vergizov, Khim. Getecotsikl. Soedin., 321 (1981).Google Scholar
  8. 8.
    K. Baum, J. Org. Chem.,35, 1203 (1970).Google Scholar
  9. 9.
    I. V. Tselinskii, S. F. Mel'nikova, and S. N. Vergizov, Khim. Geterotsikl. Soedin., 35 (1981).Google Scholar
  10. 10.
    G. Westphal and R. Schmidt, J. Pract. Chem.,315, 791 (1973).Google Scholar
  11. 11.
    G. Zongo, Gazz. Chiro. Ital.,61, 575 (1931).Google Scholar
  12. 12.
    G. D. Solodyuk, M. D. Boldyrey, B. V. Gidaspov, and V. D. Nikolaev, Zh, Org. Khim.,17, 861 (1981).Google Scholar

Copyright information

© Plenum Publishing Corporation 1987

Authors and Affiliations

  • A. V. Fokin
    • 1
  • I. V. Tselinskii
    • 1
  • S. F. Mel'nikova
    • 1
  • S. N. Vergizov
    • 1
  • Yu. N. Studnev
    • 1
  • V. P. Stolyarov
    • 1
  • S. S. Il'in
    • 1
  1. 1.A. N. Nesroeyanov Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRMoscow

Personalised recommendations