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Electrophotocatalytic C–H Functionalization of Ethers with High Regioselectivity
Journal of the American Chemical Society ( IF 14.695 ) Pub Date : 2020-01-14 , DOI: 10.1021/jacs.9b11472
He Huang; Zack M. Strater; Tristan H. Lambert

The highly regioselective electrophotocatalytic C–H functionalization of ethers is described. These reactions are catalyzed by a trisaminocyclopropenium (TAC) ion at mild electrochemical potential with visible light irradiation. Ethers undergo oxidant-free coupling with isoquinolines, alkenes, alkynes, pyrazoles, and purines with typically high regioselectivity for the less-hindered α-position. The reaction is proposed to operate via hydrogen atom transfer (HAT) from the substrate to the photoexcited TAC radical dication, thus demonstrating a new reactivity mode for this electrophotocatalyst.
更新日期:2020-01-15

 

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