Litcius/Paper detail

Transition Metal and Base‐Free Electro‐Oxidative Regioselective Trifluoromethylation of Imidazo[1,2‐<i>a</i>]pyridines

Atreyee Halder, Sayan Ghosh, Suman De Sarkar

2023Asian Journal of Organic Chemistry11 citationsDOI

Abstract

Abstract A green electrochemical C(sp 2 )−H trifluoromethylation of imidazo[1,2‐ a ]pyridines by engaging Langlois’ reagent is reported. This oxidative regioselective CF 3 ‐functionalization strategy operates under open atmosphere, in an undivided cell and at ambient temperature. Regioselective C−CF 3 bond formation was achieved exclusively by applying this mild protocol exhibiting broad functional group compatibility affording the desired product up to 79% isolated yield. Mechanistic studies indicated a radical pathway for this electrochemical redox transformation.

Topics & Concepts

RegioselectivityChemistryTrifluoromethylationReagentElectrochemistryOxidative phosphorylationTransition metalYield (engineering)Combinatorial chemistrySurface modificationFunctional groupMedicinal chemistryOrganic chemistryCatalysisTrifluoromethylElectrodeAlkylPolymerMetallurgyMaterials scienceBiochemistryPhysical chemistryFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsRadical Photochemical Reactions