Summary: The first examples of cobaloxime-mediated radical alkyl-heteroaromatic cross- coupling, replacing a CH in the protonated heteroaromatic with a C-alkyl, are accomplished via anaerobic visible light photolysis of 95% EtOH solutions of primary and secondary alkyl cobaloximes, RCo"'(dmgH), py (dmgH= dimethylglyoxime monoanion), and pyridinium, quinolinium, 4-methylpyridinium, benzothiazolium, and benzimidazolium p- ...