Trifluoromethylations of Alkenes Using PhICF3Cl as Bifunctional Reagent

We described a trifluoromethylation of alkenes using PhICF3Cl as bifunctional reagent. Chlorotrifluoromethy-lated products were obtained when nonconjugated alkenes were treated with PhICF3Cl in 1,4-dioxane at 60 degrees C, while vinyl C-H trifluoromethylated products were obtained by further elimination of hydrochloride in the case of those conjugated alkene substrates in DMF. Broad substrate scope, especially including complex alkenes bearing biological active motifs, suggests that this mild reaction is feasible for late-stage modification in drug discovery.