Anodic　oxidation　of　catechols　in　the　presence　of　enaminones　serving　as　potential　doubly　nucleophiles　is　examined　using　cyclic　voltammetry　and　preparative　electrolysis　methods.　Selective　alpha-arylation　is　observed,　which　is　consistent　with　that　from　the　chemical　oxidation　approach.　The　results　demonstrate　that　formation　of　either　indoles　or　alpha-arylated　products　is　depended　on　the　nature　of　the　polarized　enaminone.