Novel efficient synthesis of β-fluoro-β-(trifluoromethyl)styrenes

Journal of Fluorine Chemistry

Volumn 131, Issue 3, 2010, Pages 384-388

  Goldberg, Aleksey A ^a   Muzalevskiy, Vasiliy M ^a   Shastin, Aleksey V ^b   Balenkova, Elisabeth S ^a   Nenajdenko, Valentine G ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

^b INSTITUTE OF PROBLEMS OF CHEMICAL PHYSICS   (Russian Federation)

Author keywords

1,1 Dibromotetrafluoroethane; Aromatic aldehydes; Copper catalysis; Fluorinated alkenes; Olefination

Indexed keywords

EID: 76549134065     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2009.12.004     Document Type: Article

References (50)

1. Kirsch P. Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications (2004), Wiley-VCH, Weinheim
2. Uneyama K. Organofluorine Chemistry (2006), Blackwell, Oxford
3. Theodoridis G. Fluorine-containing agrochemicals: an overview of recent developments. In: Tressaud A. (Ed). Advances in Fluorine Science vol. 2 (2006), Elsevier, Amsterdam 121-175
4. Bégué J.P., and Bonnet-Delpon D. Bioorganic and Medicinal Chemistry of Fluorine (2008), John Wiley & Sons, Hoboken
5. In: Tressaud A., and Haufe G. (Eds). Fluorine and Health. Molecular Imaging, Biomedical Materials and Pharmaceuticals (2008), Elsevier, Amsterdam 553-778
6. Hudlický M., and Pavlath A.P. Chemistry of Organic Fluorine Compounds II, ACS Symposium Series 187. American Chemical Society, Washington (1995)
7. In: Soloshonok V.A. (Ed). Fluorine-Containing Synthons, ACS Symposium Series 911. American Chemical Society, Washington (2005)
8. In: Soloshonok V.A., Mikami K., Yamazaki T., Welch J.T., and Honek J.F. (Eds). Current Fluoroorganic Chemistry. New Synthetic Directions, Technologies, Materials, and Biological Applications, ACS Symposium Series 949. American Chemical Society, Washington (2006)
9. Martyanov I.N., and Klabunde K.J. J. Catal. 224 (2004) 340-346
10. Ma Z., Hua W.M., Tang Y., and Gao Z. J. Mol. Catal. A: Chem. 159 (2000) 335-345
11. Hohener P., Werner D., Balsiger C., and Pasteris G. Crit. Rev. Environ. Sci. Technol. 33 (2003) 1-29
12. Lunin V.V., and Lokteva E.S. Russ. Chem. Bull. 45 (1996) 1519-1534
13. Alonso F., Beletskaya I.P., and Yus M. Chem. Rev. 102 (2002) 4009-4091
14. Petko K.I., and Yagupolskii L.M. Synth. Commun. 36 (2006) 1967-1972
15. Koshechko V.G., and Pokhodenko V.D. Russ. Chem. Bull. 50 (2001) 1929-1935
16. Shastin A.V., Korotchenko V.N., Nenajdenko V.G., and Balenkova E.S. Russ. Chem. Bull. 48 (1999) 2184-2185
17. Shastin A.V., Korotchenko V.N., Nenajdenko V.G., and Balenkova E.S. Tetrahedron 56 (2000) 6557-6563
18. Shastin A.V., Korotchenko V.N., Nenajdenko V.G., and Balenkova E.S. Synthesis (2001) 2081-2084
19. Korotchenko V.N., Shastin A.V., Nenajdenko V.G., and Balenkova E.S. J. Chem. Soc., Perkin Trans. 1 (2002) 883-887
20. Shastin A.V., Korotchenko V.N., Nenajdenko V.G., and Balenkova E.S. Russ. Chem. Bull. 50 (2001) 1401-1404
21. Korotchenko V.N., Shastin A.V., Nenajdenko V.G., and Balenkova E.S. Org. Biomol. Chem. 1 (2003) 1906-1908
22. Nenajdenko V.G., Korotchenko V.N., Shastin A.V., and Balenkova E.S. Russ. Chem. Bull. 53 (2004) 1034-1064
23. Korotchenko V.N., Shastin A.V., Nenajdenko V.G., and Balenkova E.S. Tetrahedron 57 (2001) 7519-7527
24. Nenajdenko V.G., Shastin A.V., Korotchenko V.N., Varseev G.N., and Balenkova E.S. Eur. J. Org. Chem. (2003) 302-308
25. Nenajdenko V.G., Varseev G.N., Korotchenko V.N., Shastin A.V., and Balenkova E.S. J. Fluorine Chem. 124 (2003) 115-118
26. Nenajdenko V.G., Varseev G.N., Shastin A.V., and Balenkova E.S. J. Fluorine Chem. 126 (2005) 907-913
27. Shastin A.V., Muzalevsky V.M., Balenkova E.S., and Nenajdenko V.G. Mendeleev Commun. 16 (2006) 179-180
28. Nenajdenko V.G., Varseev G.N., Korotchenko V.N., Shastin A.V., and Balenkova E.S. J. Fluorine Chem. 125 (2004) 1339-1345
29. Peng W., Zhu S., and Jin G. Tetrahedron 57 (2001) 5781-5784
30. Tang X.-Q., and Hu C.-M. J. Chem. Soc., Perkin Trans. 1 (1994) 2161-2163
31. E. Bosone, F. Gozzo, Ger. Offen. DE 3244641 (1983).
32. G. Caprara, F. Gozzo, G. Paparatto, L. Roberti, Fr. Demande FR 2499070 (1982).
33. P. Piccardi, F. Corda, F. Gozzo, A. Menconi, A. Longoni, Belg. BE 874515 (1979).
34. Peng S., and Qing F.-L. J. Chem. Soc., Perkin Trans. 1 (1999) 3345-3348
35. Tang X., and Hu C. Chin. Chem. Lett. 5 (1994) 183-186
36. W. Huang, Y. Xie, Faming Zhuanli Shenqing Gongkai Shuomingshu CN 1097190 (1995).
37. C. Hu, M. Tu, F. Qing, Faming Zhuanli Shenqing Gongkai Shuomingshu CN 1056864 (1991).
38. Fu W., Zhang X., and Jiang X. Sci. Chin. Ser. B: Chem. 44 (2001) 337-343
39. Hemer I., Posta A., and Dedek V. J. Fluorine Chem. 26 (1984) 467-479
40. Dmowski W. J. Fluorine Chem. 29 (1985) 273-286
41. Jeong I.H., Park Y.S., Kim M.S., and Song Y.S. J. Fluorine Chem. 120 (2003) 195-209
42. Carr G.E., Chambers R.D., Holmes T.F., and Parker D.G. J. Chem. Soc., Perkin Trans. 1 (1988) 921-926
43. Dolbier W.R.J., Gray T.A., and Onishi K. Synthesis (1987) 956-958
44. Kirij N.V., Dontsova D.A., Pavlenko N.V., Yagupolskii Y.L., Scherer H., Tyrra W., and Naumann D. Eur. J. Org. Chem. (2008) 2267-2272
45. Nenajdenko V.G., Muzalevskiy V.M., Shastin A.V., Balenkova E.S., and Haufe G. J. Fluorine Chem. 128 (2007) 818-826
46. Shastin A.V., Muzalevskiy V.M., Balenkova E.S., Nenajdenko V.G., Fröhlich R., and Haufe G. Tetrahedron 64 (2008) 9725-9732
47. Muzalevskiy V.M., Shastin A.V., Balenkova E.S., and Nenajdenko V.G. Russ. Chem. Bull. 56 (2007) 1526-1533
48. Muzalevskiy V.M., Nenajdenko V.G., Shastin A.V., Balenkova E.S., and Haufe G. Synthesis (2009) 2249-2259
49. Muzalevskiy V.M., Nenajdenko V.G., Shastin A.V., Balenkova E.S., and Haufe G. Tetrahedron 65 (2009) 6991-7000
50. Perrin D.D., and Armaredo W.L.F. Purification of Laboratory Chemicals (1988), Pergamon Press, New York p. 322