Copper-catalyzed Conversion Of Aryl And Heteroaryl Bromides Into The Corresponding Iodides

The C-I bond that is widely present in various compounds, plays a critical role in numerous chemical reactions. Including formation of C-C and C-N bonds through Still/Suzuki, Heck, Sonogashira, Buchwald-Hartwig coupling reactions of aryl and heteroaryl iodides. Morever, iodination reaction is recognized as quite an important way to introduce halogen functional group into organic compounds.In this thesis, while the presence of economic, easily available and environment friendly copper catalyst in the reaction system, synthesis of aromatic and heteraromatic iodides is explored by construction of C-I bond. The target products have been successfully obtained with a high yield.The iodination of1-bromo-4-methylbenzene was selected as the model reaction, and1-iodide-4-methylbenzene can be obtained in95%GC yield. After screening reaction conditions, the optimal reaction system should be Cu2O, L-proline, KI and EtOH employed as catalyst, ligand, iodine source and solvent, respectively. When reaction temperature is110℃, the results indicate that various aryl and heteroaryl bromides can be conveniently and effectively converted into the corresponding iodides in56-95%yields.