Pd(II)-Catalyzed Intermolecular Arylation of Unactivated C(sp³)–H Bonds with Aryl Bromides Enabled by 8‑Aminoquinoline Auxiliary

An example of using readily available, less reactive aryl bromides as arylating reagents in the Pd­(II)-catalyzed intermolecular arylation of unactivated C­(sp³)–H bonds is described. This reaction was promoted by a crucial 8-aminoquinolinyl directing group and a K₂CO₃ base, enabling regiospecific installation of an aryl scaffold at the β-position of carboxamides. A mechanistic study by DFT calculations reveals a C­(sp³)–H activation-led pathway featuring the oxidative addition as the highest energy transition state