Next, we explored the scope of alkenes that could undergo cyclopropanation using our electrochemical protocol, focusing first on the effects of steric hindrance and electronic properties of the double bond (Scheme 2). Using CH2Cl2 as the methylene source, we found that monosubstituted alkenes readily participated in the transformation. Michael acceptors, including acrylamides (2b), acrylates (3b,4b) and phenyl vinyl sulfones (5b), afforded cyclopropanation products in good to excellent yields. These results align with the hypothesis of a nucleophilic nickel carbene acting as the methylene transfer agent. Electron-poor aromatic alkenes also proved compatible with our reaction conditions (6-9b), with substrates containing halides and pyridine moieties (8b, 9b) delivering the desired products efficiently. Notably, unlike previous methods, our protocol also tolerated electronrich aromatic alkenes, which yielded high product conversions under optimized flow conditions (10-14b). The method's compatibility with protic functional groups, such as amides (2b, 10b) and aniline (11b) , is particularly noteworthy, as these groups typically quench ylide intermediates in Corey-Chaykovsky cyclopropanation reactions due to their acidity. Electron-poor 1,1-disubstituted alkenes were also suitable under our conditions (15-18b). Substrates bearing trifluoromethyl (15b) and thiophene (17b) moieties were well tolerated, producing cyclopropanes in synthetically useful yields. The tolerance towards pinacol borane ester groups (16b) is especially significant, as it enables further functionalization through Suzuki-Miyaura-type cross-coupling reactions. Dehydroalanine (18b) reacted smoothly, delivering the corresponding unnatural amino acid in excellent yield. A series of 1,2-disubstituted alkenes with electron-withdrawing groups, such as chalcone (19b), cinnamonitrile (20b), and coumarin (1), were efficiently converted to their respective cyclopropane derivatives. Our protocol also accommodated structurally complex and biologically relevant substrates, including the ticagrelor precursor (21b), piperine (22b), and isohelenin (23b). Additionally, a trisubstituted alkene derived from azetidine demonstrated reactivity under our conditions, producing the corresponding biologically relevant spiro-compound 24b. This result highlights the method's ability to tolerate sterically hindered alkenes, further broadening its applicability.