The　indirect　anodic　oxidation　of　chalcone　epoxides　in　the　presence　of　electron-rich　heteroarenes　mediated　by　a　triarylimidazole　(Med)　was　investigated　by　cyclic　voltammetry　(CV)　and　controlled　potential　electrolysis.　The　CV　results　indicate　that　a　homogeneous　electron　transfer　between　Med(center　dot+)　and　chalcone　epoxides　is　facilitated　by　an　electron-rich　heteroarene　that　serves　as　an　arylation　reagent.　The　preparative　scale　electrolysis　generated　epoxide-ring-opened/Friedel-Crafts　arylation　products　in　moderate　to　good　yields.　The　fact　that　only　a　catalytic　amount　of　charge　was　required　suggests　that　Med(center　dot+)　initiates　a　chain　reaction.　In　addition,　overoxidation　of　the　products　is　avoided　even　though　their　oxidation　potential　is　less　than　that　of　the　starting　chalcone　epoxides.