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Synthesis and structure of α-acetyl-substituted fluorinated β-keto esters and their reaction with 2,4-bis(4′-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiaphosphetane

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

Conclusions

  1. 1.

    α-Acetylpolyfluorinated β-keto, esters with two or more carbon atoms in the fluoro-alkyl radical were obtained by acylation of acetoacetic ester by fluorocarboxylic acid chlorides in the presence of magnesium ethylate in benzene.

  2. 2.

    The α-acetylpolyfluorinated β-keto esters exist in deuterochloroform as a mixture of a keto and two enol forms of the “diketonic” and “β-(polyfluoroalkyl)keto ester” fragments.

  3. 3.

    α-Acetylpolyfluorinated β-keto esters react with 2,4-bis-(V-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane to form 4-acetyl-5-polyfluoroalkyl-1,2-dithiolene-3-thiones.

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Literature cited

  1. M. Viscontini and N. Merckling, Helv. Chim. Acta,35, 2280 (1952).

    Google Scholar 

  2. M. W. Rathke and P. J. Cowan, J. Org. Chem.,50, 2622 (1985).

    Google Scholar 

  3. A. Yu. Volkonsky and E. M. Rokhlin, J. Fluor. Chem.,26, 183 (1984).

    Google Scholar 

  4. A. N. Fomin, V. I. Saloutin, K. I. Pashkevich, et al., Izv. Akad. Nauk SSSR, Ser. Khim., 2626 (1983).

  5. K. I. Pashkevich and V. I. Saloutin, Usp. Khim.,54, 1997 (1985).

    Google Scholar 

  6. A. Kurts, P. I. Demyanov, I. P. Beletskaya, and O. A. Reutov, Vestn. Mosk. Gos. Univ., Series 2, Khimiya,15, 597 (1974).

    Google Scholar 

  7. K. I. Pashkevich, V. I. Saloutin, and I. Ya. Postovskii, Zh. Org. Khim.,13, 49 (1977).

    Google Scholar 

  8. N. Lozach and J. Teste, C. R. Acad. Sci.,234, 1891 (1952).

    Google Scholar 

  9. C. Trebaul and J. Teste, Bull. Soc. Chim. France, 2456 (1969).

  10. M. B. Bobrov, V. I. Saloutin, and K. I. Pashkevich, Izv. Akad. Nauk SSSR, Ser. Khim., 879 (1986).

  11. J. Thomson, K. Clanson, S. Scheibye, and S.-O. Laveson, Org. Synth.,62, 158 (1984).

    Google Scholar 

  12. Weygand-Hilgetag, Preparative Organic Chemistry, Wiley-Interscience, New York (1972).

    Google Scholar 

  13. A. M. Lovelace, D. A. Rausch, and W. Postelnek, Aliphatic Fluorine Compounds [Russian translation], Inostr. Lit., Moscow (1961), pp. 221–219.

    Google Scholar 

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Authors and Affiliations

  1. Institute of Chemistry, the Ural' Branch of the Academy of Sciences of the USSR, Sverdlovsk

    V. M. Krokhalev, V. I. Saloutin & K. I. Pashkevich

Authors
  1. V. M. Krokhalev
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  2. V. I. Saloutin
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  3. K. I. Pashkevich
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2266–2272, October, 1987.

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Krokhalev, V.M., Saloutin, V.I. & Pashkevich, K.I. Synthesis and structure of α-acetyl-substituted fluorinated β-keto esters and their reaction with 2,4-bis(4′-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiaphosphetane. Russ Chem Bull 36, 2099–2104 (1987). https://doi.org/10.1007/BF00961995

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  • DOI: https://doi.org/10.1007/BF00961995

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