In order to capitalize on the superior functional group tolerance and chemoselectivity over canonical methods using expensive Pd catalysts, the scalability of the developed method was illustrated in Figure , as exemplified by the sulfinylation of 1-bromo-4-iodobenzene 42. When 1 g of substrate was employed, this produced the sulfonyl fluoride 15 in 53%, which is comparable to a 0.3 mmol-scale reaction. In fact, scaling up the electrochemical reaction was straightforward in this case. A brief optimization revealed that the Ni catalyst loading can be lowered to 2 mol% without sacrificing efficiency or yield. Current density, i.e. current per unit area of each of the electrode, should be maintained at 5 mA/cm 2 . A larger immersed area of electrodes enabled a higher current to be applied, and therefore shortened the time required for the electrolysis. The concentration with respect to the substrate has little impact on the reaction when above 0.1 M, which allows flexible adjustment of the solvent volume to achieve the optimum current density. To demonstrate the ease of scaling up the reaction, a 20-mL vial was used with the ElectraSyn 2.0 potentiostat (Figure ). A larger Zn electrode was constructed by tying up small Zn plates together using stainless steel wire; the Ni foam electrode was simply cut into the desired dimensions. Using this set-up, 25 mA of current was applied and the electrolysis was completed in 23 h with 6 F/mol of electricity passed. Alternatively, scaling up in batch was also achieved using a capped reagent bottle at 10-mmol scale, forming sulfonyl fluoride 15 in a similar 51% yield (Figure -II). With more room to accommodate larger pieces of Zn and Ni foam electrodes, a constant current of 90 mA was applied, and the e-sulfinylation was completed in 18 h. Furthermore, a 45-mmol scale reaction (12.7 g of aryl iodide 42) was also performed using a recycle flow system (Figure -III). While the use of copper tubing to connect the flow reactor with the pump and the reservoir was found crucial for a successful electrolysis, no further optimization was needed. By applying a constant current of 0.45 A for 16 h, 50% of sulfonyl fluoride 15 was yielded upon fluorination (see supporting information for details). This evidenced the compatibility of using SO2 as a reagent with electrochemistry and flow chemistry, as well as the workability of scaling up the reaction in both batch and flow settings.