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 CO2, dimethylsulfoxide (DMSO) or dimethylacetamide (DMA) solvent, and proceeds at 25-70 degrees 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.