Synthesis Of3-trifluoromethylated Indoles By The In Situ Generation Of Phenyl (Trifluoromethyl) Iodonium

Fluorinated organic compounds, for example, trifluoromethylative compounds,have got more and more extensive applications on agricultural chemicals,pharmaceuticals and materials because of their special properties and improvedbiological activities in contrast to molecules not containing fluorine atoms. Therefore,the studies on new methods of introducing trifluoromethyl into organic compoundshave received extensive attentions.For decades, chemists have explored many different methods oftrifluoromethylations, developed a variety of trifluoromethylation reagents anddiscovered a lot of new trifluoromethylation reactions. These reactions can be devidedinto three types according to their mechanisms: radical trifluoromethylation reactions,nucleophilic trifluoromethylation reactions and electrophilic trifluoromethylationreactions. According to the type of catalysts, they can be devided into two types:metal catalytic reactions and free-transition-metal catalytic ones.A kind of indoles derivatives having potential bioactivity have been chosen asresearch objects. A new reaction of oxidative trifluoromethylations of indoles hasbeen explored in the absence of transition-metal, with taking PhI(OAc)2as an oxidantand TMSCF3(Ruppert’s reagent) as the source of trifluoromethyl, through the in situgeneration of PhI+CF3cation. The new method of introducing trifluoromethyl into3-site of indoles has been developed with the advantages such as fast rate, highefficiency, non-toxic and environmentally friendly ones.