Latest analysis in medicinal chemistry suggests a correlation between a rise within the fraction of sp3 carbons, these bonded to 4 different atoms, in drug candidates with their improved success charge in medical trials1. As such, the event of sturdy and selective strategies for the development of C(sp3)-C(sp3) bonds stays a essential drawback in fashionable natural chemistry2. Owing to the broad availability of alkyl halides, their direct cross coupling—generally often called cross-electrophile-coupling (XEC)—gives a promising route towards this goal3–5. Such transformations circumvent the preparation of carbon nucleophiles utilized in conventional cross-coupling reactions in addition to stability and practical group tolerance points that generally affiliate with these reagents. Nonetheless, reaching excessive selectivity in C(sp3)-C(sp3) XEC stays a largely unmet problem. Right here, we make use of electrochemistry to realize the differential activation of alkyl halides by exploiting their disparate digital and steric properties. Particularly, the selective cathodic discount of a extra substituted alkyl halide provides rise to a carbanion, which undergoes preferential coupling with a much less substituted alkyl halide by way of bimolecular nucleophilic substitution (SN2) to forge a brand new C–C bond. This transition-metal-free protocol allows environment friendly XEC of a wide range of functionalized and unactivated alkyl electrophiles and displays improved chemoselectivity versus present strategies.