Metal-free synthesis of N-fused heterocyclic iodides via C–H functionalization mediated by tert-butylhydroperoxide

Abstract

Direct, regioselective and metal-free synthesis of fused N-heterocyclic iodides is reported. This regioselective C–H functionalization is mediated by tert-butylhydroperoxide (TBHP), via dual activation of molecular iodine and a heterocyclic substrate, resulting in the in situ generation of electrophilic iodine species (I⁺), and free radical(s) ^tBuO˙ or ^tBuOO˙, driving the iodination reaction.