Recent Progress in Radical Arylation Reaction with Diaryliodonium Salts under Photocatalysis

Diaryliodonium salts have been widely applied in organic transformations.According to the reaction type, the use of diaryliodonium salts in visible light induced arylation reactions is summarized from the following three parts: C-C bond formation, C-S bond formation and C-P bond formation.Keywords diaryliodonium salt; visible light; radical reaction Because of its environmental friendliness, stability and high selectivity, diaryliodonium salt as a kind of highly electrophilic arylation reagent, has been widely used in organic synthetic chemistry. [1] Generally, diaryliodonium salts have high electrophilicity, which can be regarded as the equivalent of aryl cation.It can react with nucleophiles to form monosubstituted arylates.The reaction of diaryliodonium salts with various nucleophiles such as P(O)-OH, [2] oxygen [3] nitrogen, [4] carbon [5] nucleophiles and so on [6] has been successfully realized.Additionally, cyclization reactions induced by electrophilic diaryliodonium salts were also established. [7] Pyridines, [8] quinolines, [9] oxindole derivatives, [10] polycyclic compounds [11] and other cyclic compounds [12] have been efficiently obtained via cyclic reaction using diaryliodonium salts.Visible light induced chemical reactions have received great attention in recent years. [13] At present, visible light induced coupling reaction, [14] cyclization reaction, [15] oxidation reaction [16] and other reactions [14b,17] have all be successfully realized efficiently.With the assistance of visible light, diaryliodonium salts could be converted to aryl radical, which could participate in a series of reactions.In this review, we would like to describe the recent advances in visible light induced arylation reaction using diaryliodonium salts via radical mechanism.According to the reaction type, this review is divided into the following three parts: C-C bond formation, C-S bond formation and C-P bond formation (Scheme 1). C-C Bond formationAs early as 2013, Xiao [18] and Chatani [19] group realized arylation of arenes and heteroarenes with diaryliodonium salts by photoredox catalysis independently (Scheme 2).Photoinduced single-electron-transfer from excited photo-有机化学