Amination of Phenols and Halophenols via Pyridinium–Iridium Dual Photocatalysis
Matthew C. Carson, C. Liu, Yaning Liu, Marisa C. Kozlowski
Abstract
Ar), facilitated by dual catalytic pathways involving both Ir(III) photocatalysis and phenol-pyridinium electron donor-acceptor complexation. By incorporating a pyridinium additive, we achieved efficient C─N coupling between phenols and diverse aromatic nitrogen nucleophiles, delivering high yields (up to 99%) across a wide range of substrates, including pharmaceuticals and natural products. We investigate reaction selectivity and substrate compatibility/limitations through a combination of experimental and computational techniques. Moreover, we highlight the synthetic versatility of the amination products through various late-stage functionalizations including the grafting of two different heteroarenes onto one phenol scaffold.