Palladium-Catalyzed Dual-Tasked ortho-C-H Borylation of Aryl Iodides.

The Pd-catalyzed ortho-C-H borylation of aryl iodides has been developed through maleimide-relayed C-H activation. In this reaction, the ipso-positions and ortho-C-H bonds of aryl iodides are alkylated and borylated, respectively, providing a new strategy for C-H borylation. The reaction exhibits a broad substrate scope and represents a modular synthetic method for functionalized 3-aryl succinimides, which are essential structural motifs in organic compounds with diverse biological activities. Furthermore, the boronate group can be further manipulated, and the practical utility of the reaction has been demonstrated. This work also introduces a new strategy for ipso, ortho-difunctionalization of aryl halides via C-H activation.