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Reaction of Fluoro-containing 3-Oxoesters with Benzaldehyde

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Abstract

Fluorinated 3-oxoesters in reactions with benzaldehyde depending on conditions afford either 2-benzylidene-3-fluoroalkyl-3-oxoesters or 3,5-dialkoxycarbonyl-2,6-dihydroxy-2,6-difluoroalkyl-4-phenyltetrahydropyrans. The latter were also obtained by treating 3-oxoesters with 2-benzylidene-3-oxoesters. Pentafluorobenzoylacetate with benzaldehyde furnishes 3,5-diethoxycarbonyl-2-pentafluorophenyl-4-phenyl-7,8,9,10-tetrafluoro-4,5-dihydrobenzo[b]oxacin-6-one.

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REFERENCES

  1. Vatsuro, K.V. and Mishchenko, G.L., Imennye reak-tsii v organicheskoi khimii (Personal Reaction in Organic Chemistry), Mosocw: Khimiya, 1976.

    Google Scholar 

  2. Gardner, P.D. and Brandon, R.L., J. Org. Chem. 1957, vol. 22, p. 1704.

    Google Scholar 

  3. Gnanadickam, C., Ann. Chim. 1962, vol. 7, no. 11-12, pp. 826-829.

    Google Scholar 

  4. Katsuyama, I., Funabiki, K., Matsui, M., Muramatsu, H., and Shibata, K., Chem. Lett. 1996, p. 179.

  5. Dey, A.S. and Joullie, M.M., J. Org. Chem. 1965, vol. 30, no. 9, pp. 3237-3239.

    Google Scholar 

  6. Kazitsina, L.A. and Kupletskaya, N.B., Primenenie UF-, IK-, YaMR-i mass-spektroskopii v organicheskoi khimii (Application of UV, IR, NMR and Mass Spectroscopy in Organic Chemistry), Moscow: Moskovskii Gos. Univ., 1979.

    Google Scholar 

  7. Danion-Bougot, R. and Carrie, R., C.r. 1967, vol. 264, pp. 457-460; Currie, D.J., Lough, C.E., McClusky, F.K., and Holmes, H.L., Canad. J. Chem. 1969, vol. 47, pp. 3147-3152.

    Google Scholar 

  8. Potapov, V.M., Stereokhimiya Moscow: Khimiya, 1988, p. 211.

    Google Scholar 

  9. Pashkevich, K.I. and Saloutin, V.I., Usp. Khim. 1985, vol. 54, no. 12, p. 1997; Pashkevich, K.I., Skryabina, Z.E., and Saloutin, V.I., Izv. Akad. Nauk SSSR, Ser. Khim. 1987, no. 11, pp. 2527-2535; Skryabina, Z.E., Burgart, Ya.V., and Saloutin, V.I., Zh. Org. Khim. 1997, vol. 33, no. 9, pp. 442-444; Burgart, Ya.V., Kuzueva, O.G., Kodess, M.I., and Saloutin, V.I., Zh. Org. Khim. 1998, vol. 34, no. 3, pp. 405-410; Kuzueva, O.G., Burgart, Ya.V., andSaloutin, V.I., Izv. Akad. Nauk, Ser. Khim. 1998, no. 4, pp. 695-699; Burgart, Y.V., Fokin, A.S., Kuzueva, O.G., Chupakhin, O.N., and Saloutin, V.I., J. Fluor. Chem. 1998, vol. 92, no. 2, pp. 101-108.

    Google Scholar 

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Pryadeina, M.V., Kuzueva, O.G., Burgart, Y.V. et al. Reaction of Fluoro-containing 3-Oxoesters with Benzaldehyde. Russian Journal of Organic Chemistry 38, 224–231 (2002). https://doi.org/10.1023/A:1015565700648

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