title: Pd-catalyzed divergent trifluoroethylation and arylation of arylboronic acids by aryl(2,2,2-trifluoroethyl)iodonium triflates.
abstract: Highly electrophilic aryl(2,2,2-trifluoroethyl)iodonium triflates have been used for the first time as trifluoroethyl and aryl transfer reagents in Pd-catalyzed functionalization of arylboronic acids. Electron-rich arylboronic acids reacted with aryl(2,2,2-trifluoroethyl)iodonium triflates (2a-b) in CH3CN in the presence of Pd2(dba)3 and K3PO4 at room temperature to provide trifluoroethyl arenes in up to 82% yield, while the reactions of both electron-rich and -poor arylboronic acids with 2a-b in DMF in the presence of Pd[P(t-Bu)3]2 and Cs2CO3 at 40 °C afforded arylation products in up to 99% yield. This tunable protocol allows access to trifluoroethyl arenes or biaryls in good to excellent yields under mild conditions and without the addition of extra ligands.
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Jing
authors.initials: J
authors.lastname: Yang
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Qiu-Yan
authors.initials: QY
authors.lastname: Han
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Cheng-Long
authors.initials: CL
authors.lastname: Zhao
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Tao
authors.initials: T
authors.lastname: Dong
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Zhi-Yuan
authors.initials: ZY
authors.lastname: Hou
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Hua-Li
authors.initials: HL
authors.lastname: Qin
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn.
authors.forename: Cheng-Pan
authors.initials: CP
authors.lastname: Zhang