The cyclopropane ring is a key motif in organic chemistry, often employed as an isostere for alkyl, arene, and alkene groups. This strained three-membered carbocycle is a structural feature in numerous drugs and fragrances, and serves as a versatile building block for complex molecule synthesis. Consequently, the seamless integration of cyclopropanes into complex molecular frameworks is a significant goal within the synthetic organic chemistry community. Since the seminal development of the Simmons-Smith and Corey-Chaykovsky reactions, diazo-based carbene transfer reactions have subsequently emerged as the dominant strategy for converting alkenes into cyclopropanes (Scheme 1A). Despite their utility, the inherent risks associated with diazo compoundssuch as rapid exothermic heat release and gas evolutionhave hindered their application in large-scale industrial processes. Alternative approaches employing radical or redoxbased methodologies have emerged as valuable complements, yet they often require additional steps to prepare methylene transfer reagents, which limits their practicality. Consequently, the development of scalable and practical methods to synthesize cyclopropanes from readily available feedstock chemicals remains a key challenge.