title: Cu-catalyzed trifluoromethylation of aryl iodides with trifluoromethylzinc reagent prepared in situ from trifluoromethyl iodide.
abstract: The trifluoromethylation of aryl iodides catalyzed by copper(I) salt with trifluoromethylzinc reagent prepared in situ from trifluoromethyl iodide and Zn dust was accomplished. The catalytic reactions proceeded under mild reaction conditions, providing the corresponding aromatic trifluoromethylated products in moderate to high yields. The advantage of this method is that additives such as metal fluoride (MF), which are indispensable to activate silyl groups for transmetallation in the corresponding reactions catalyzed by copper salt by using the Ruppert-Prakash reagents (CF3SiR3), are not required.
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Yuzo
authors.initials: Y
authors.lastname: Nakamura
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Motohiro
authors.initials: M
authors.lastname: Fujiu
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Tatsuya
authors.initials: T
authors.lastname: Murase
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Yoshimitsu
authors.initials: Y
authors.lastname: Itoh
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Hiroki
authors.initials: H
authors.lastname: Serizawa
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Kohsuke
authors.initials: K
authors.lastname: Aikawa
authors.affiliation: Department of Applied Chemistry, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1-H-113 O-okayama, Meguro-ku, Tokyo 152-8552, Japan.
authors.forename: Koichi
authors.initials: K
authors.lastname: Mikami
keywords: Ruppert–Prakash reagent; organo-fluorine; trifluoromethyl; trifluoromethyl zinc; trifluoromethylation