Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University , SE-106 91 Stockholm, Sweden.
Org Lett. 2017 May 5;19(9):2374-2377. doi: 10.1021/acs.orglett.7b00908. Epub 2017 Apr 12.
A highly efficient N-trifluoromethylation of nitrosoarenes is reported. The inexpensive and convenient Langlois reagent (sodium triflinate) is employed as a CF-radical source in combination with a copper catalyst and an oxidant. N-Trifluoromethylated hydroxylamines are obtained in high yields within 1 h at room temperature. The addition of hydroquinone was found to be instrumental to prevent the formation of side products. The method is high-yielding, is scalable, and displays a high functional group tolerance.
本文报道了一种高效的亚硝基芳烃 N-三氟甲基化方法。廉价且方便的 Langlois 试剂（三氟甲磺酸三氟甲磺酸钠）在铜催化剂和氧化剂的共同作用下作为 CF-自由基源使用。在室温下 1 小时内，以高收率得到 N-三氟甲基化羟胺。发现添加对苯二酚对于防止副产物的形成非常重要。该方法产率高、可规模化，且对官能团具有高耐受性。
