Chemistry Letters, Vol.35, No.10, 1100-1101, 2006
Observation of sequential electrophilic substitution of bromothiophene and immediate reductive elimination of arylpalladium complexes
The reaction of aryl(iodo)palladium(II)(bpy) complex with 2,3-dibromothiophene in the presence of AgNO3/KF as an activator induces CH arylation in 64-78% yields. These results suggest that palladium-catalyzed CH arylation of bromothiophene derivatives proceeds through the electrophilic substitution of aryl(iodo)palladium(II) complex triggered by AgNO3/KF to form the aryl(thienyl)palladium(II) complex, which readily undergoes reductive elimination to give the CH arylation product.