Russian Chemical Bulletin

, Volume 49, Issue 7, pp 1202–1206 | Cite as

Synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates, carbamates, and ureas

  • A. V. Popov
  • A. N. Pushin
  • E. L. Luzina
Organic Chemistry

Abstract

A convenient preparative method for the synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates was proposed. The reactions of the isocyanates with alcohols, phenols, and alkyl-, aryl-, and hetarylamines were studied.

Key words

perfluoroisobutylene 2,2-bis(trifluoromethyl)alkanoyl fluorides Curtius reaction, 1,1-bis(trifluoromethyl)alkyl isocyanates carbamates and ureas 

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References

  1. 1.
    K. L. Kirk and L. A. Cohen, inBiochemistry Involving Carbon-Fluorine Bond, Ed. R. Filler, Am. Chem. Soc., Washington, 1976, 23.Google Scholar
  2. 2.
    O. V. Korenchenko, A. Yu. Aksinenko, V. B. Sokolov, and A. N. Pushin,Izv. Akad. Nauk, Ser. Khim., 1995, 390 [Russ. Chem. Bull., 1995,44, 381 (Engl. Transl.)].Google Scholar
  3. 3.
    C. G. Krespan,J. Org. Chem., 1969,34, 1278.CrossRefGoogle Scholar
  4. 4.
    I. L. Knunyants, L. S. German, and B. L. Dyatkin,Izv. Akad. Nauk SSSR, Ser. Khim., 1956, 1353 [Bull. Acad. Sci. USSR, Div. Chem Sci., 1956,5, 1387 (Engl. Transl.)].Google Scholar
  5. 5.
    R. J. Koshar, T. C. Simmons, and W. F. Hoffmann,J. Am. Chem. Soc., 1957,79, 1741.CrossRefGoogle Scholar
  6. 6.
    S. Misaki,J. Fluorine Chem., 1985,29, 471.CrossRefGoogle Scholar
  7. 7.
    I. L. Knunyants, E. G. Abduganiev, S. T. Kocharyan, M. V. Urushadze, V. A. Livshits, Yu. E. Aronov, and E. M. Rokhlin,Izv. Akad. Nauk SSSR, Ser. Khim., 1971, 110 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1971,20, 93 (Engl. Transl.)].Google Scholar
  8. 8.
    S. S. Washburne and W. R. Peterson, Jr.,J. Organomet. Chem., 1971,33, 153.CrossRefGoogle Scholar

Copyright information

© Kluwer Academic/Plenum Publishers 2000

Authors and Affiliations

  • A. V. Popov
    • 1
  • A. N. Pushin
    • 1
  • E. L. Luzina
    • 1
  1. 1.Institute of Physiologically Active SubstancesRussian Academy of SciencesChernogolovkaRussian Federation

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