Nucleophilic difluoromethylation of N,N-acetals with TMSCF 2SO 2Ph reagent promoted by trifluoroacetic acid: A facile access to α-difluoromethylated tertiary amines

Journal of Fluorine Chemistry

Volumn 143, Issue , 2012, Pages 161-166

  Huang, Weizhou ^a   Ni, Chuanfa ^a   Zhao, Yanchuan ^a   Gao, Bing ^a   Hu, Jinbo ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

(Phenylsulfonyl)difluoromethylation; Amines; Difluoromethylation; N,N acetals; Nucleophilic fluoroalkylation

Indexed keywords

EID: 84867397063     PISSN: 00221139     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfluchem.2012.05.018     Document Type: Article

References (25)

1. I. Ojima Fluorine in Medicinal Chemistry and Chemical Biology 2009 Wiley Chichester
2. J.-P. Bégué, and D. Bonnet-Delpon Bioorganic and Medicinal Chemistry of Fluorine 2008 Wiley-VCH Weinheim
3. R. Filler, and R. Saha Future Medicinal Chemistry 1 2009 777 791
4. G.K.S. Prakash, M. Mandal, and G.A. Olah Synlett 2001 77 78
5. G.K.S. Prakash, M. Mandal, and G.A. Olah Angewandte Chemie International Edition 40 2001 589 590
6. A.D. Dilman, and V.V. Levin European Journal of Organic Chemistry 2011 831 841
7. A.E. Sorochinsky, and V.A. Soloshonok Journal of Fluorine Chemistry 131 2010 127 139
8. J. Liu, and J. Hu Future Medicinal Chemistry 1 2009 875 888
9. V.V. Levin, M.A. Kozlov, Y.-H. Song, A.D. Dilman, P.A. Belyakov, M.I. Struchkova, and V.A. Tartakovsky Tetrahedron Letters 49 2008 3108 3111
10. R.T. Gritsenko, V.V. Levin, A.D. Dilman, P.A. Belyakov, M.I. Struchkova, and V.A. Tartakovsky Tetrahedron Letters 50 2009 2994 2997
11. L.-L. Chu, and F.-L. Qing Chemical Communications 46 2010 6285 6287
12. H. Mitsudera, and C.-J. Li Tetrahedron Letters 52 2011 1898 1990
13. G.K.S. Prakash, and J. Hu Accounts of Chemical Research 40 2007 921 930
14. C. Ni, and J. Hu Synlett 2011 770 782
15. W. Zhang, C. Ni, and J. Hu Topics in Current Chemistry 308 2012 25 44
16. N.A. Meanwell Journal of Medicinal Chemistry 54 2011 2529 2591
17. J. Hu, W. Zhang, and F. Wang Chemical Communications 2009 7465 7478
18. W. Huang, C. Ni, Y. Zhao, W. Zhang, A.D. Dilman, and J. Hu Tetrahedron 68 2012 10.1016/j.tet.2012.04.039
19. S. Niwas, and A.P. Bhaduri Synthesis 1983 110 111
20. V. Jurčík, and R. Wilhelm Tetrahedron 60 2004 3205 3210
21. B. Hatano, K. Nagahashi, and T. Kijima Journal of Organic Chemistry 73 2008 9188 9191
22. B. Hatano, T. Tachikawa, T. Mori, K. Nagahashi, and T. Kijima Tetrahedron Letters 52 2011 3467 3469
23. H. Mayr, A.R. Ofial, E.-U. Wu1rthwein, and N.C. Aust Journal of the American Chemical Society 119 1997 12727 12733
24. C. Ni, and J. Hu Tetrahedron Letters 46 2005 8273 8277
25. D. Kampen, C.M. Reisinger, and B. List Topics in Current Chemistry 291 2010 395 496