Chinese Journal of Organic Chemistry >
Progress on Trifluoroethylation Reactions Using Aryl(trifluoroethyl)iodonium Salts
Received date: 2018-08-25
Revised date: 2018-09-19
Online published: 2018-10-20
Supported by
Project supported by the National Natural Science Foundation of China (21602165), the "Chutian Scholar" Program from Department of Education of Hubei Province, and the "Hundred Talent" Program of Hubei Province.
Transition metal-free and metal-catalyzed reactions using aryl(trifluoroethyl)iodonium salts as the trifluoroethylation reagents are summarized in this review. A large number of different types of N-, O-, S-, and C-nucleophiles were readily trifluoroethylated in these reactions under mild conditions. The results revealed that aryl(trifluoroethyl)iodonium salts possess much higher electrophilic reactivity than the other CH2CF3 sources. Especially, aryl(trifluoroethyl)iodonium bis(trifluoromethanesulfonyl)amides are stable and slightly soluble in water, which were successfully applied in the aqueous trifluoroethylation of amino acid derivatives and peptides. The utilization of aryl(trifluoroethyl)iodonium salts for aromatic trifluoroethylation has promisingly solved the problems that arise from the other reagents. These achievements have also demonstrated the synthetic possibilities of direct trifluoroethylation using aryl(trifluoroethyl)iodonium salts under transition-metal catalysis.
Han Qiuyan , Zhao Chenglong , Zhang Chengpan . Progress on Trifluoroethylation Reactions Using Aryl(trifluoroethyl)iodonium Salts[J]. Chinese Journal of Organic Chemistry, 2019 , 39(1) : 84 -94 . DOI: 10.6023/cjoc201808029
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