Breaking the Base Barrier: Cu(II)-Mediated C-H Heteroarylation of o-Carboranes with Base-Sensitive Heteroaryl Halides.

While cage C-arylation reactions using strong bases are among the most frequently used transformations in carborane chemistry, there has been no general solution to allow for the use of weak bases in the reaction. Moreover, base-metal-promoted C-H heteroarylation with base-sensitive heteroaryl halides remained elusive. Herein, copper-mediated cage C-H (hetero)arylation has been achieved without the need for strong bases, leading to the facile synthesis of a wide range of C-(hetero)arylated carboranes in good to excellent yields with a broad substrate scope and good functional group compatibility.