Lithium bromide/triethylamine promoted tandem cycloaddition-oxidation reaction: A convenient access to 3-trifluoroacetyl pyrroles from N-alkylidene 2-amino esters and β-trifluoroacetyl vinyl ethyl ether

Journal of Fluorine Chemistry

Volumn 131, Issue 5, 2010, Pages 642-645

  Xin, Yong ^a   Zhao, Jingwei ^a,b   Han, Jianwei ^a   Zhu, Shizheng ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

^b QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Trifluoroacetyl vinyl ether; Cycloaddition; N alkylidene 2 amino esters; Oxidation; Pyrrole derivatives

Indexed keywords

EID: 77950579211     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2010.02.008     Document Type: Article

References (17)

1. Zhu S.Z., Qin C.Y., Wang Y.L., and Chu Q.L. J. Fluorine Chem. 99 (1999) 183-187
2. In: Padwa A. (Ed). 1,3-Dipolar Cycloadditon Chemistry vol. 12 (1984), Wiley, New York
3. Gambaryan N.P., Simonyan L.A., and Petrovskii P.V. Russ. Chem. Bull. 16 (1967) 886-888
4. Zhu S.Z., Jin G.F., Peng W.M., and Huang Q.C. Tetrahedron 59 (2003) 2899-2905
5. For review see:. Druzhinin S.V., Balenkova E.S., and Nenajdenko V.G. Tetrahedron 63 (2007) 7753-7808
6. Wang C.J., Liang G., Xue Z.Y., and Gao F. J. Am. Chem. Soc. 130 (2008) 17250-17251
7. Nájera C., Retamosa M.d., and Sansano J.M. Org. Lett. 9 (2007) 4025-4028
8. Hernndez-Toribio J., Arrays R.G., Martn-Matute B., and Carretero J.C. Org. Lett. 11 (2009) 393-396
9. Tsuge O., Kanemasa S., and Yoshioka M. J. Org. Chem. 53 (1988) 1384-2139
10. Fukuzawa S.-I., and Oki H. Org. Lett. 10 (2008) 1747-1750
11. Kudryavtsev K.V., and Zagulyaeva A.A. Russ. J. Org. Chem. 44 (2008) 378-387
12. Nájera C., de Gracia Retamosa M., José M., Sansano A., and de Cózar Cossío F.P. Tetrahedron: Asymmetry 19 (2008) 2913-2923
13. Balu M.P., Ila H., and Junjappa H. Tetrahedron 46 (1990) 6771-6782
14. Beshara C.S., and Thompson A. J. Org. Chem. 70 (2005) 10607-10610
15. Omote M., Ando A., Sato K., and Kumadaki I. Tetrahedron 57 (2001) 8085-8094
16. Peng W.M., and Zhu S.Z. J. Fluorine Chem. 116 (2002) 81-86
17. Su S., and Porco Jr. J.A. J. Am. Chem. Soc. 129 (2007) 7744-7745