1992年，Langlois报道了在Cu(OTf)2的存在下，CF3SO2Na和t-BuO2H发生单电子氧化产生的亲电性的三氟甲基自由基和烯醇醋酸酯的反应1。
反应实例：
In a typical procedure, 7.8 mL of 63% aqueous t-BuOOH(50 mmol) were dropped at room temperature, within 100 min by the mean of a syringe pump, onto a solution of STM. (10 mmol), CF3SO2Na(10 mmol) and Cu(OSO2CF3)2 (2.5 mmol) in acetonitrile (30 mL). After standing at room temperature for 2.5 h then treatment with aqueous sodium metabisulfite, an oily layer was separated. The remaining solution was extracted with petroleum ether (3×30 mL). The organic phases were gathered, dried and evaporated. The products were separated by column chromatography on silica.
三氟甲磺酰氯被用于在RuCl2(PPh3)3的存在下将三氟甲基引入到烯烃，芳烃和烯醇硅醚2。
反应实例2b：
General Procedure for the Reaction of Perfluoroalkanesu1phonyl Chlorides with Alkenes.
A solution containing a perfluoro alkanesulphonyl chloride (2.0 mmol), alkene (4-10 mmol), and dichlorotris(triphenylphosphine)ruthenium(II) (0.02mmol) in dry benzene (4 mL) was degassed by a freeze-pump-thaw cycle, sealed in an ampoule, and heated at 120 oC for 24 h. The reaction mixture was subjected to short-column chromatography on Florisil with benzene as eluent to remove the metal complex. The products were isolated from the reaction mixture by the use of gel-permeation chromatography and/or column chromatography oversilica gel.
【参考文献】
1. Langlois, B. R.; Laurent, E.; Roidot,N. Tetrahedron Lett. 1992, 33, 1291-1294.
2. (a) Kamigata, N.; Udodaira, K.; Shimizu, T. Phos. Sulfur Silicon Relat.Elem. 1997, 129, 155-168.
(b) Kamigata, N.; Fukushima, T.; Terakawa, Y.; Yoshida, M.; Sawada, H. J.Chem. Soc., Perkin Trans. 1991,1, 627-633.
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