Highly selective trifluoromethylation of 1,3-disubstituted arenes through iridium-catalyzed arene borylation.
Tianfei Liu, Xinxin Shao, Yaming Wu, Qilong Shen
Index: Angew. Chem. Int. Ed. Engl. 2nd ed., 51 , 540-543, (2012)
Full Text: HTML
Abstract
The old one two: A sequential iridium-catalyzed borylation and copper-catalyzed trifluoromethylation of arenes is described (see scheme; Pin = pinacol). The reaction is conducted under mild reaction conditions and tolerates a variety of functional groups. The advantages of this tandem procedure are demonstrated by the late-stage trifluoromethylation of a number of biologically active molecules.Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Related Compounds
Related Articles:
2011-02-01
[Angew. Chem. Int. Ed. Engl. 5th ed., 50 , 1059-1063, (2011)]
2010-04-14
[J. Am. Chem. Soc. 132 , 4986-4987, (2010)]
Pd(II)-catalyzed ortho-trifluoromethylation of arenes using TFA as a promoter.
2010-03-24
[J. Am. Chem. Soc. 11th ed., 132 , 3648-3649, (2010)]
2011-05-06
[Org. Lett. 13 , 2342-2345, (2011)]
Direct electrophilic N-trifluoromethylation of azoles by a hypervalent iodine reagent.
2012-06-25
[Angew. Chem. Int. Ed. Engl. 26th ed., 51 , 6511-6515, (2012)]