Advance Publication

The generation of 3-azidoarynes from o-iodoaryl triflate-type precursors was achieved using a silylmethyl Grignard reagent as the activator. The azido group served to control the regioselectivity of the reaction of 3-azidoarynes with arynophiles. The remaining azido group in the adduct also served as a transformable functional group, enabling further derivatization to various nitrogen-containing compounds.