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.
Beilstein J Org Chem. 2013 Nov 8;9:2404-9. doi: 10.3762/bjoc.9.277. eCollection 2013.
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.
三氟甲基碘化物与锌粉原位反应制备的三氟甲基锌试剂与铜（I）盐催化的芳基碘代物的三氟甲基化反应完成。催化反应在温和的反应条件下进行，以中等至高产率提供相应的芳族三氟甲基化产物。该方法的优点是不需要添加剂，例如金属氟化物（MF），在使用 Ruppert-Prakash 试剂（CF3SiR3）时，铜盐催化的相应反应中，金属氟化物（MF）对于硅烷基的转金属化是必不可少的。
