Trifluoromethyl aromatic compounds have been widely applied in the fields of pharmaceuticals and materials due to their enhanced metabolic stability and lipophilicity.The traditional fluorination or fluoroalkylation reaction usually suffers from harsh conditions,and the fluoroalkylation reagents is not readily available or expensive.Therefore,it is worthy to develop new trifluoromethylation methods.In this thesis,we have developed a straightforward method for the synthesis of trifluoromethylated arenes via copper-mediated reaction of diaryliodonium salts with fluoroform.The approach proves to be high efficiency,mild condition,and excellent functional group tolerance,affording electron-rich,electron-poor,and sterically hindered trifluoromethylated arenes in good yields.This protocol provides a facile access to functionalized trifluoromethyl substituted skeletons for pharmaceuticals.Furthermore,the copper-mediated trifluoromethylation reaction of diaryliodonium salts probably involves a CuI/III process.In addition,scale-up experiments confirmed that the reaction has high practical value,and the by-products can be recycled and reused.On the basis of the above work,we developed a facile method for the synthesis of trifluoromethylated arenes via the copper-mediated photoinduced reaction of arylsulfide salts with fluoroform.The reaction proves to mild condition,and excellent functional,and the reaction is compatible with a variety of functional groups,and is suitable for complex molecules.Notably,the reaction substrate arylsulfide salts were prepared from arenes,which provides a method for the indirect trifluoromethylation of arenes. |