Fluorine-containing heterocumulenes. 19. Synthesis and reactions of 2-perfluoro-tert-butyl-3,3-diphenyloxaziridine

  • D. P. Del'tsova
  • N. P. Gambaryan
  • É. P. Lur'e
Organic Chemistry


A method is proposed for the production of N-perfluoro-tert-butyldiphenyloxaziridine. Its cycloaddition to electrophilic and nucleophilic dipolarophiles, leading to the synthesis of fluorine-containing oxadiazolidinones, dioxazolidine, and a uniquely stable aziridinone, was investigated.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    Yu. V. Zeifman, E. G. Ter-Gabrielyan, D. P. Del'tsova, and N. P. Gambaryan, Izv. Akad. Nauk SSSR, Ser. Khim., 396 (1979).Google Scholar
  2. 2.
    J. Hamer and A. Macaluso, Chem. Rev.,64, 473 (1964).Google Scholar
  3. 3.
    R. E. Banks, W. T. Flowers, R. N. Haszeldine, and P. E. Jackson, Chem. Commun., 201 (1965).Google Scholar
  4. 4.
    E. R. Falardean and D. D. Des Martean, J. Am. Chem. Soc.,98, 3529 (1976).Google Scholar
  5. 5.
    L. Horner and E. Jürgen, Chem. Ber.,90, 2184 (1957).Google Scholar
  6. 6.
    W. D. Emmons, J. Am. Chem. Soc.,79, 5739 (1957).Google Scholar
  7. 7.
    M. Komatsu, J. Ohshiro, H. Hotta, M. Sato, and T. Agawa, J. Org. Chem.,39, 948 (1974).Google Scholar
  8. 8.
    M. Komatsu, J. Ohshiro, K. Jasuda, S. Ichijima, and T. Agawa, J. Org. Chem.,39, 957 (1974).Google Scholar
  9. 9.
    J. Varwig, and R. Mews, Angew. Chem.,89, 675 (1977).Google Scholar
  10. 10.
    M. L. Druelinger, R. W. Shelton, and S. R. Lammert, J. Heterocycl. Chem.,17, 1001 (1976).Google Scholar
  11. 11.
    S. Braslavsky and J. Heickelen, Chem. Rev.,77, 480 (1977).Google Scholar
  12. 12.
    E. R. Talaty and C. M. Utermoehlen, Tetrahedron Lett., 3321 (1970).Google Scholar
  13. 13.
    N. Murai, M. Komatsu, O. Ohshiro, and T. Agawa, J. Org. Chem.,42, 448 (1977).Google Scholar

Copyright information

© Plenum Publishing Corporation 1980

Authors and Affiliations

  • D. P. Del'tsova
    • 1
  • N. P. Gambaryan
    • 1
  • É. P. Lur'e
    • 1
  1. 1.Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRMoscow

Personalised recommendations