Yttrium‐Catalyzed ortho‐Selective C−H Borylation of Pyridines with Pinacolborane

Abstract

AbstractThis work reports a site‐selective C−H borylation of pyridines at the ortho‐position with pinacolborane enabled by an yttrocene catalyst. The reaction provides a new family of 2‐pyridyl boronates with a broad substrate scope and high atom efficiency. The resultant boronates were able to undergo a variety of transformations, e.g., oxidation, Suzuki–Miyaura coupling, Chan–Lam amination and etherification. Catalytic intermediates, including ortho‐C−H metalated and borylated complexes, were isolated from stoichiometric experiments and confirmed by single‐crystal X‐ray diffraction.