First, we conducted the electrolysis using EDA and ethyl 3,4diethyl-5-methyl-pyrrole-2-carboxylate (1a-H). The optimization details are summarized in the Supporting Information (Tables S1 and S2). Importantly, the reaction proceeded solely in the weakly coordinating electrolyte, suggesting that the formation of the highly electrophilic and non-coordinated radical cation species is crucial for the desired reaction. Under the optimized conditions, the isomeric meta-insertion products, 2aa and 2ab, were obtained with a total yield of 18% (Figure ).