Photocatalyst-Free Visible-Light-Mediated Synthesis of β-(Trifluoromethyl)alkenyl Ketoximes Using 2-Bromo-3,3,3-trifluoropropene as a Radical Precursor

Abstract

Abstract We report a photocatalyst-free, visible-light-mediated difunctionalization of alkenes employing 2-bromo-3,3,3-trifluoropropene (BTP) as a radical precursor. This protocol operates under mild conditions using potassium formate as an electron transfer reagent and tert-butyl nitrite (TBN) as a hydrogen atom transfer (HAT) reagent, enabling efficient β-(trifluoromethyl)alkenyl ketoxime synthesis. Notably, no photocatalyst or transition metal is required, yet excellent stereoselectivity of the conjugated terminal alkene is achieved. Furthermore, this method exhibits a broad substrate scope and good functional group tolerance, accommodating diverse alkene classes.