Study On Organic Reactions Catalyzed By Molecular Iodine

This thesis contains four parts, which mainly described the reactions catalyzed by molecular iodine and indium trichloride.The first part is about the aza-Diels-Alder reaction that catalyzed by iodine.The effects of solvents and catalytic activities have been investigated and various substrates have been tested under solvent-free conditions. Corresponding products were obtained in good yields, mainly in cis-structure. And, tetrahydroquinolines with indole core synthesized via one pot, three-component aza-Diels-Alder reaction was also studied; almost only cis-products were obtained in good yields.The second part is about the ring-opening reaction of aziridines with alcohols that catalyzed by iodine. Catalytic activity and temperature have been investigated. Under the optimized condition, several aziridines and alcohols were applied in this ring-opening reaction and the corresponding products were obtained in good yield with high regio-selectivity.The third part is about the F-C hydroarylation between styrenes and phenols catalyzed by iodine. The catalytic activity, temperature and the ratio of the two substrates have been screened, and under the optimized condition, a series of styrenes and phenols were tested. The effects of the substituted groups were also concluded. We did some elementary research on the asymmetric synthesis and have achieved some results.The fourth part is about the the synthesis of 3-(1H-pyrrol-1-yl)indolin-2-ones via the condensation between isatins and 4-hydroxyproline catalyzed by indium trichloride. After the optimizing of the conditions, different isatins were investigated under this conditions. And a assistant research was made for the study of the mechanism.