The development of two highly reactive electrophilic trifluoromethylating reagents(trifluoromethyl)(4-nitrophenyl)bis(carbometh-oxy)methylide(1g)and(trifluoromethyl)(3-chlorophenyl)bis(carbomethoxy)methylide(1j)throug...The development of two highly reactive electrophilic trifluoromethylating reagents(trifluoromethyl)(4-nitrophenyl)bis(carbometh-oxy)methylide(1g)and(trifluoromethyl)(3-chlorophenyl)bis(carbomethoxy)methylide(1j)through structure-activity study was described.Under mild conditions,reagent 1g reacted with β-ketoesters and silyl enol ethers to give α-trifluoromethylated-β-ketoesters or α-trifluoromethylated ketones in high yields.In addition,reagent 1g could serve as a trifluoromethyl radical for a variety of trifluo-romethylative transformations under visible light irradiation,including radical trifluoromethylation of electron-rich indoles and pyrroles and sodium aryl sulfinates as well as trifluoromethylative difunctionalization with styrene derivatives.On the other hand,as a complimentary,under reductive coupling conditions,reagent 1j reacted with a variety of(hetero)aryl iodides for the formation of tri-fluoromethylated(hetero)arenes.展开更多
基金the financial support from National Natural Science Foundation of China(Nos.21625206,21632009,21572258)the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB20000000).
文摘The development of two highly reactive electrophilic trifluoromethylating reagents(trifluoromethyl)(4-nitrophenyl)bis(carbometh-oxy)methylide(1g)and(trifluoromethyl)(3-chlorophenyl)bis(carbomethoxy)methylide(1j)through structure-activity study was described.Under mild conditions,reagent 1g reacted with β-ketoesters and silyl enol ethers to give α-trifluoromethylated-β-ketoesters or α-trifluoromethylated ketones in high yields.In addition,reagent 1g could serve as a trifluoromethyl radical for a variety of trifluo-romethylative transformations under visible light irradiation,including radical trifluoromethylation of electron-rich indoles and pyrroles and sodium aryl sulfinates as well as trifluoromethylative difunctionalization with styrene derivatives.On the other hand,as a complimentary,under reductive coupling conditions,reagent 1j reacted with a variety of(hetero)aryl iodides for the formation of tri-fluoromethylated(hetero)arenes.
