Synthesis of trifluormethyl substituted oxetenes by the reaction of acetylenedicarboxylate with trifluoromethyl ketone in the presence of triphenylphosphine

Journal of Fluorine Chemistry

Volumn 146, Issue , 2013, Pages 1-5

  Fan, Huafang ^a,b   Wang, Xiaowei ^b   Zhao, Jingwei ^b   Li, Xinjin ^b   Gao, Jinming ^a   Zhu, Shizheng ^b  

^a NORTHWEST A F UNIVERSITY   (China)

^b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Acetylenic ester; Oxetene; Synthesis; Trifluormethyl ketone; Triphenylphosphine

Indexed keywords

EID: 84872113490     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2012.12.005     Document Type: Article

References (21)

1. G. Wuitschik, M. Rogers-Evans, K. Muller, H. Fischer, B. Wagner, F. Schuler, L. Polonchuk, and E.M. Carreira Angew. Chem. Int. Ed. 45 2006 7736 7739
2. J.A. Burkhard, G. Wuitschik, M. Rogers-Evans, K. Muller, and E.M. Carreira Angew. Chem. Int. Ed. 49 2010 9052 9064
3. K. Mikami, K. Aikawa, and J. Aida Synlett 18 2011 2719 2723
4. Q.Y. Zhao, L. Huang, Y. Wei, and M. Shi Adv. Synth. Catal. 354 2012 1926 1932
5. P.C. Martino, and P.B. Sherlin J. Am. Chem. Soc. 102 1980 5429 5430
6. Y. Kobayashi, Y. Hanzawa, W. Miyashita, T. Kashiwagi, T. Nakano, and I. Kumadaki J. Am. Chem. Soc. 101 1979 6445 6446
7. M. Longchar, U. Bora, R.C. Boruah, and J.S. Sandhu Synth. Commun. 32 2002 3611 3616
8. L. Wang, Y. Zhang, H.Y. Hu, H.K. Fun, and J.H. Xu J. Org. Chem. 70 2005 3850 3858
9. P. Alcaide, T.M. Almendros, I. Campoa, and Fernándezc Chem. Commun. 47 2011 9054 9056
10. L.E. Friedrich, and J.D. Bower J. Am. Chem. Soc. 95 1973 6869 6870
11. L.E. Friedrich, and P.Y.S. Lam J. Org. Chem. 46 1981 306 311
12. H. Yu, W.T. Chan, and J.D. Coddard J. Am. Chem. Soc. 112 1990 7529 7537
13. M. Oblin, J.L. Parrain, M. Rajzmann, and J.M. Pons Chem. Commun. 16 1998 1619 1620
14. A.S. Golubev, N.N. Sergeeva, L. Hennig, A.F. Kolomiets, and K. Burger Tetrahedron 59 2003 1389 1394
15. S. Asghari, and A.K. Habibi Phosphorus Sulfur Silicon Relat. Elem. 180 2005 2451 2456
16. W.J. Middleton J. Org. Chem. 30 1965 1307
17. K. Aikawa, Y. Hioki, N. Shimizu, and K. Mikami J. Am. Chem. Soc. 133 2011 20092 20095
18. S.Z. Zhu, H.L. Jiang, and G.F. Jin J. Fluorine Chem. 126 2005 931 936
19. P. Li, Z. Chai, G. Zhao, and S.Z. Zhu Synlett 16 2008 2547 2551
20. Y. Xin, J.W. Zhao, J.W. Gu, and S.Z. Zhu J. Fluorine Chem. 132 2011 402 408
21. H.F. Fan, X.W. Wang, J.W. Zhao, X.J. Li, J.M. Gao, and S.Z. Zhu Synthesis 44 2012 3315 3320