CuF2‐Catalyzed C‐N Cross‐Coupling of Aryl Silanes: Expanding the Scope of Chan‐Lam Type Reaction

Abstract

An efficient copper‐catalyzed Chan–Lam type N‐arylation of various amides, sulfonamides, urea, azoles, and amines has been demonstrated using a CuF2/DMSO catalytic system with structurally diverse aryl(trimethoxy)silanes under base and ligand‐free conditions. This approach facilitates effective C‐N cross‐coupling with user‐friendly organosilicon reagents without requiring an external fluoride source. CuF2 serves a dual function as both a catalyst and a desilylating agent, facilitating the cleavage of the aryl‐silane bond. The process is compatible with a broad range of substrates, ensuring high efficiency and excellent functional group compatibility. Moreover, this protocol is proven to be valuable for late‐stage modification of amide and sulfonamide‐containing drug molecules, as well as for synthesizing agrochemicals.