First, we carried out the model reaction using a DC electrolysis setup where 1 was oxidized at a carbon anode and 2 was reduced at a carbon cathode to initiate the reaction (Figure ). Figure shows the isolated yields of 1a and 1b at an applied voltage from 2 V to 4 V. A mixture of arylation and cyanation products were observed in all cases. At 2.5 V, the best overall conversion of 70% was attained with 30% arylation and 40% cyanation products (1a:1b = 0.7). After lowering the voltage to 2.0 V, the product selectivity did not show any obvious changes (1a:1b = 0.8), suggesting that the lowered voltage does not favor the one-electron oxidation pathway over the two-electron one. At high voltages of 3.0 V and 4.0 V, the product selectivity slightly shifted to the two-electron oxidation product 1b (1a:1b = ~0.4-0.5), and the overall conversion dropped to ~50% due to further oxidation of 1 by multiple electrons.