Yang Shaoqiang, Chen Miao, Tang Pingping
State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin, 300071, China.
Angew Chem Int Ed Engl. 2019 Jun 3;58(23):7840-7844. doi: 10.1002/anie.201901447. Epub 2019 May 2.
We report the development of photoredox-catalyzed and copper-promoted trifluoromethoxylation of arenediazonium tetrafluoroborates, with trifluoromethyl arylsulfonate (TFMS) as the trifluoromethoxylation reagent. This new method takes advantage of visible-light photoredox catalysis to generate the aryl radical under mild conditions, combined with copper-promoted selective trifluoromethoxylation. The reaction is scalable, tolerates a wide range of functional groups, and proceeds regioselectively under mild reaction conditions. Furthermore, mechanistic studies suggested that a Cs[Cu(OCF ) ] intermediate might be generated during the reaction.
我们报道了以三氟甲磺酸芳基酯（TFMS）作为三氟甲氧基化试剂，光氧化还原催化和铜促进的四氟硼酸重氮盐的三氟甲氧基化反应的进展。这种新方法利用可见光光氧化还原催化在温和条件下生成芳基自由基，并结合铜促进的选择性三氟甲氧基化反应。该反应具有可扩展性，能耐受多种官能团，并在温和的反应条件下实现区域选择性反应。此外，机理研究表明，反应过程中可能会生成Cs[Cu(OCF₃)₄]中间体。
