Skip to main content
SpringerLink
Log in

Synthesis, properties mid stereochemistry of higherα,β-unsaturated perfluoroketones

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

Fluoroolefins containing both a fluorine atom and methoxy group in the allylic position are readily converted by the action of SbF5 to α,β-unsaturated fluoroketones which are cyclized by the action of fluoride ion or SbF5 to give 2,5-dihydrofurans.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. B. C. Andersen, J. Org. Chem.,33, 1016 (1968).

    Google Scholar 

  2. W. Miller, C. Brookes, C. Lane, and K. Sun, U. S. NTTS AD Rep. 1976, AB-028824; Chem. Abstr.,87, 84424y (1977).

  3. I. L. Knunyants and M. D. Bargamova, USSR Inventor's Certificate No. 686,288 (1979); Byull. Izobret., No. 8 (1980).

  4. V. F. Snegirev, K. N. Makarov, and I. L. Knunyants, J. Fluor. Chem.,17, 441 (1981).

    Google Scholar 

  5. D. England, J. Org. Chem.,46, 147 (1981).

    Google Scholar 

  6. T. Martini and C. Schumann, J. Fluor. Chem.,8, 535 (1976).

    Google Scholar 

  7. R. Chambers, A. Lindley, P. Philpot, H. Fielding, J. Hutchinson, and G. Whitaker, J. Chem. Soc., Perkin Trans.,1, 214 (1979).

    Google Scholar 

  8. V. F. Snegirev, E. V. Zakharova, K. N. Makarov, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 2561 (1983).

  9. K. N. Makarov, L. L. Gervits, Yu. A. Cheburkov, and I. L. Knunyants, J. Fluor. Chem.,10, 323 (1977).

    Google Scholar 

  10. A. Roedig, B. Heinrich, and D. Kubin, Liebigs Ann. Chem.,754, 35 (1971).

    Google Scholar 

  11. F. Cavagna and C. Schumann, J. Magn. Reson.,22, 333 (1976).

    Google Scholar 

  12. N. Ishikawa and A. Nagashima, Bull. Chem. Soc. Japan,49, 502 (1976).

    Google Scholar 

  13. I. L. Knunyants, Yu. A. Cheburkov, K. N. Makarov, and L. L. Gervits, USSR Inventor's Certificate No. 570,591 (1975); Byull. Izobret., No. 32 (1977).

  14. N. S. Mirzabekyants, L. L. Gervits, Yu. A. Cheburkov, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 2772 (1977).

Download references

Author information

Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    V. F. Snegirev, L. L. Gervits & K. N. Makarov

Authors
  1. V. F. Snegirev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. L. Gervits
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. K. N. Makarov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 12, pp. 2765–2775, December, 1983.

The authors thank M. V. Galakhov for taking the13C NMR spectra.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Snegirev, V.F., Gervits, L.L. & Makarov, K.N. Synthesis, properties mid stereochemistry of higherα,β-unsaturated perfluoroketones. Russ Chem Bull 32, 2480–2489 (1983). https://doi.org/10.1007/BF00954479

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00954479

Keywords

Search

Navigation