Copper complexes for the chemoselective -arylation of arylamines and sulfanilamides Chan-Evans-Lam cross-coupling.

Copper(II) complexes with tridentate -ligands were utilized for Chan-Evans-Lam (CEL) cross-coupling reactions to enable the -arylation of multifarious -nucleophiles through the activation of aryl boronic acids. A condition-specific methodology was developed to chemoselectively target the amine sulfonamide -arylation of 4-aminobenzenesulfonamide using new catalysts. Two different pyridine-based ligands and corresponding copper(II) complexes were characterized using H and C-NMR, FTIR, and UV-vis spectroscopy, HRMS, single-crystal X-ray diffraction, and cyclic voltammetry. Solvent and base-controlled cross-coupling reactions were observed, which led to the optimization of selective conditions for targeted C-N bond formation of sulfanilamides. Beyond the chemoselective processes reported here, a breadth of -nucleophiles including sulfanilamides and arylamines were screened for arylation by this CEL catalyst.