Methods for sp 2 C-H alkylation, particularly for electron deficient aromatics, are limited with traditional methods such as Friedel-Crafts alkylation reacting preferentially with electron rich organic aromatics. C-H alkylation is usually impractical and requires the use of superstoichiometric organolithium or toxic organomercury reagents (Fig. ). Instead of using a direct C-H functionalisation strategy, a halogen handle is often incorporated into the substrate to enable traditional palladium-based cross coupling reactions or recently developed photoredox nickel cross coupling (Fig. ). Minisci coupling does avoid the need for a functional handle and offers a reliable radical based route to C-H alkylate pyridines.