Two types of allylic trifluoromethylated compounds were synthesized by reacting alkynes with CF3CH2I using visible-light photocatalysis. Subtle differences in the catalytic system controlled the selectivity of iodotri...Two types of allylic trifluoromethylated compounds were synthesized by reacting alkynes with CF3CH2I using visible-light photocatalysis. Subtle differences in the catalytic system controlled the selectivity of iodotrifluoroethy- lation and hydrotrifluoroethylation. The iodotrifluoroethylated products were obtained in the presence of [Ru(bpy)3]C12 and TMEDA in CH3CN under visible-light irradiation, whereas hydrotrifluoroethylated products were synthesized usingfac-[Ir(ppy)3] and a mixture of DBU and K2CO3 in DMF. The iodotrifluoroethylation reac- tion worked particularly well, even at gram-scale, and the synthetic utility of iodotrifluoroethylated products was proved by their coupling reactions, providing complex CF3-containing products.展开更多
文摘Two types of allylic trifluoromethylated compounds were synthesized by reacting alkynes with CF3CH2I using visible-light photocatalysis. Subtle differences in the catalytic system controlled the selectivity of iodotrifluoroethy- lation and hydrotrifluoroethylation. The iodotrifluoroethylated products were obtained in the presence of [Ru(bpy)3]C12 and TMEDA in CH3CN under visible-light irradiation, whereas hydrotrifluoroethylated products were synthesized usingfac-[Ir(ppy)3] and a mixture of DBU and K2CO3 in DMF. The iodotrifluoroethylation reac- tion worked particularly well, even at gram-scale, and the synthetic utility of iodotrifluoroethylated products was proved by their coupling reactions, providing complex CF3-containing products.