Difluorocarbene chemistry: Synthesis of gem-difluorocyclopropenylalkynes and 3,3,3′,3′-tetrafluorobicyclopropyl-1,1′-dienes

Journal of Fluorine Chemistry

Volumn 126, Issue 1, 2005, Pages 39-43

  Cheng, Zhan Ling ^a   Chen, Qing Yun ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

3,3,3 , 3 Tetrafluorobicyclopropyl 1,1 dienes; 3,3 Difluoro 1 iodocyclopropenes; Difluorocarbene; Sonogashira reaction

Indexed keywords

ALKYNE DERIVATIVE; CARBENOID; CYCLOPROPANE DERIVATIVE; SODIUM DERIVATIVE;

ADDITION REACTION; ARTICLE; DECOMPOSITION; HYDROLYSIS; SONOGASHIRA REACTION; SYNTHESIS; TEMPERATURE;

EID: 11144233269     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2004.10.003     Document Type: Article

References (17)

1. M. Hudlicky A.E. Pavlath Chemistry of Organic Fluorine Compounds II 1995 American Chemical Society Washington, DC
2. D.L.S. Brahams, and W.P. Dailey Chem. Rev. 96 1996 1585 1632
3. M.R.C. Gerstenberger, and A. Hass Angew. Chem. Int. Ed. Engl. 20 1981 647 667
4. M.J. Tozer, and T.F. Herpin Tetrahedron 26 1996 8619 8693
5. Y. Bessard, L. Kuhlmann, and M. Schlosser Tetrahedron 46 1990 5230 5236
6. W.R. Dolbier Jr., B.H. Al-Sader, S.F. Sellers, and H. Koroniak J. Am. Chem. Soc. 103 1981 2138 2139
7. T. Morikawa, M. Uejima, and Y. Kobayashi Chem. Lett. 1988 1407 1410
8. Y. Bessard, and M. Schlosser Tetrahedron 47 1991 7323 7328
9. W.R. Cullen, and W.R. Leeder Inorg. Chem. 5 1966 1004 1008
10. W. Mahler J. Am. Chem. Soc. 84 1962 4600 4601
11. D. Babin, F. Pilorge, L.M. Delbarre, and J.P. Demoute Tetrahedron 51 1995 9603 9610
12. W. Xu, and Q.-Y. Chen J. Org. Chem. 67 2002 9421 9427
13. K. Sonogashira F. Diederich P.J. Stang Metal-Catalyzed Cross-Coupling Reactions 1998 Wiley-VCH New York (Chapter 5)
14. F. Tian, V. Kruger, O. Bautista, J.-X. Duan, A.-R. Li, W.R. Dolbier Jr., and Q.-Y. Chen Org. Lett. 2 4 2000 563 564
15. J. Klein, and E. Gurfinkel Tetrahedron 26 1970 2127 2131
16. K. Yoshikazu, and L. Steven J. Org. Chem. 1982 2493 2494
17. E.J. Corey, and P.L. Fuchs Tetrahedron Lett. 1972 3769 3772