Pd-Catalyzed Chlorodifluoroethylation Reaction of C-H Bond of Acetanilides with Chlorodifluoroethyl Iodonium Reagents

Difluoroethyl products have a wide range of applications in the fields of biomedicine and materials, and it is important to develop new method to synthesize difluoroethyl compounds. Herein, a palladium-catalyzed chlorodifluoroethylation was disclosed via ortho-C-H activation of acetanilide, using chlorodifluoroethyl(mesityl) hypervalent iodine reagent as the source of CH2CF2Cl. Moreover, adding organic base 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to the above system, the difluorovinylated acetanilide products were obtained via an elimination reaction.

Automated summary

In this study, a new method for synthesizing difluoroethyl compounds was developed through a palladium-catalyzed chlorodifluoroethylation reaction. Furthermore, difluorovinylated acetanilide products were obtained through an elimination reaction.