Copper-catalyzed trifluoromethylation of terminal alkenes through allylic C-H bond activation.
Jun Xu, Yao Fu, Dong-Fen Luo, Yuan-Ye Jiang, Bin Xiao, Zhao-Jing Liu, Tian-Jun Gong, Lei Liu
Index: J. Am. Chem. Soc. 39th ed., 133 , 15300-15303, (2011)
Full Text: HTML
Abstract
An unprecedented type of reaction for Cu-catalyzed trifluoromethylation of terminal alkenes is reported. This reaction represents a rare instance of catalytic trifluoromethylation through C(sp(3))-H activation. It also provides a mechanistically unique example of Cu-catalyzed allylic C-H activation/functionalization. Both experimental and theoretical analyses indicate that the trifluoromethylation may occur via a Heck-like four-membered-ring transition state.
Related Compounds
Related Articles:
2012-07-25
[J. Am. Chem. Soc. 29th ed., 134 , 11948-11951, (2012)]
Copper-catalyzed trifluoromethylation of terminal alkynes using Umemoto's reagent Luo, D.-F.; et al.
[Tetrahedron Lett. 22th ed., 53 , 2769-2772, (2012)]
Ionic liquids as new media for electrophilic trifluoromethylation reactions Pegot, B.; et al.
[J. Fluor. Chem. 134 , 156-159, (2012)]