Uchikura Tatsuhiro, Kamiyama Nanami, Ishikawa Taisuke, Akiyama Takahiko
Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Toshima-ku, Tokyo, 171-8588, Japan.
Beilstein J Org Chem. 2020 Sep 30;16:2442-2447. doi: 10.3762/bjoc.16.198. eCollection 2020.
The trifluoromethylation of iodoarenes was accomplished by use of a 2-trifluoromethylbenzimidazoline derivative as the trifluoromethylating reagent and a catalytic amount of Cu(I) in the presence of 2,2'-bipyridyl as the ligand. Through a mechanistic study, we found that the oxidative addition of the iodoarene to the Cu(I)-CF species is the rate-determining step.
通过使用2-三氟甲基苯并咪唑啉衍生物作为三氟甲基化试剂,并在作为配体的2,2'-联吡啶存在下加入催化量的Cu(I),实现了碘代芳烃的三氟甲基化。通过机理研究,我们发现碘代芳烃向Cu(I)-CF物种的氧化加成是速率决定步骤。