Iridium-Catalyzed ortho-Arylation of Benzoic Acids with Arenediazonium Salts

摘要

In the presence of catalytic [{IrCp*Cl-2}(2)] and Ag2CO3, Li2CO3 as the base, and acetone as the solvent, benzoic acids react with arenediazonium salts to give the corresponding diaryl-2-carboxylates under mild conditions. This C H arylation process is generally applicable to diversely substituted substrates, ranging from extremely electron-rich to electron-poor derivatives. The carboxylate directing group is widely available and can be removed tracelessly or employed for further derivatization. Orthogonality to halide-based crosscouplings is achieved by the use of diazonium salts, which can be coupled even in the presence of iodo substituents.