Based on these results, we propose a plausible mechanism for the Ni-electrocatalytic cyclopropanation (Scheme 5D). The characterization of by-products and insights from cyclic voltammetry strongly indicate a nickel-mediated activation of dichloromethane. The catalytic cycle likely begins with the reduction of NiBr₂-i Pr-PyBOX (I) at the cathode, generating Ni⁰-i Pr-PyBOX (II). Further reduction of II in the presence of dichloromethane facilitates the formation of a nickel carbene intermediate (III), which can either undergo homocoupling or proceed toward cyclopropanation. The cyclopropanation pathway involves the cycloaddition of III with the alkene substrate, forming a nickelacyclobutane intermediate (IV). Reductive elimination from IV then produces the desired cyclopropane product, regenerating II and completing the catalytic cycle. In conclusion, we have developed an efficient and practical electrochemical cyclopropanation method in continuous-flow. The substrate scope encompasses a wide range of electron-poor and electron-rich alkenes, demonstrating high functional group tolerance. Moreover, the methodology extends beyond simple dichloromethane to enable the synthesis of methylated, deuterated, and chloro-substituted cyclopropanes. Our findings strongly support that this novel cyclopropanation process operates via the reductive in-situ generation of nickel carbenes. We believe this method represents an advancement for the rapid synthesis of high-value cyclopropanes, as it can be performed under ambient conditions, including in the presence of air and moisture. Furthermore, its compatibility with continuous-flow technology enables scalability to multi-gram scales, offering enhanced throughput compared to existing protocols using dichloromethane as a methylene source. Ongoing investigations in our laboratory aim to further elucidate the factors governing the selectivity between cyclopropanation and methylation and to develop a detailed mechanistic rationale for this catalytic divergence.