State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Shanghai 200032 (China).
Angew Chem Int Ed Engl. 2014 Sep 22;53(39):10439-42. doi: 10.1002/anie.201404822. Epub 2014 Aug 5.
The direct ortho-trifluoromethylation of arenes, including heteroarenes, with TMSCF3 has been accomplished by a copper(II)-promoted C-H activation reaction which completes within 30 minutes. Mechanistic investigations are consistent with the involvement of C-H activation, rather than a simple electrophilic aromatic substitution (SE Ar), as the key step.
三氟甲基硅烷(TMSCF3)可直接实现芳基(包括杂芳基)的邻位三氟甲基化,该过程由铜(II)促进的 C-H 活化反应完成,反应在 30 分钟内完成。反应的机理研究表明,C-H 活化是关键步骤,而不是简单的亲电芳香取代(SE Ar)。