Iodine(III)-Mediated Photochemical C–H Azolation

A systematic radical polarity analysis framework is formulated herein for the projection of radical reactivity patterns. An iodine(III)-mediated photochemical C-H azolation reaction has been envisaged and developed based on the set of empirical guidelines. The synthesis features an environmentally benign reagent, mild reaction conditions, an operationally simple protocol, and a broad substrate scope. The inclusive demonstration of reactivity for ether, thioether, amide, benzylic, and allylic C-H bonds promises wide-ranging synthetic utility.