Copper-Catalyzed Carboxylation of Aryl Iodides with Carbon Dioxide

A method for carboxylation of aryl iodides with carbon dioxide has been developed. The reaction employs low loadings of copper iodide/ N,N,N ′,N ′-tetramethylethylenediamine (TMEDA) or N,N ′-dimethylethylenediamine (DMEDA) catalyst, 1 atm of CO 2, dimethylsulfoxide (DMSO) or dimethylacetamide (DMA) solvent, and proceeds at 25–70 °C. Good functional group tolerance is observed, with ester, bromide, chloride, fluoride, ether, hydroxy, amino, and ketone functionalities tolerated. Additionally, hindered aryl iodides such as iodomesitylene can also be carboxylated