| In the nature, a large number of substances contain the structural unit of the indole, which havepharmacological activity and biological activity. Indole and its derivatives are very importantantibiotics in the medical field, and the synthetic material of many complex structure of alkaloidintermediates. In clinical medicine, the indole and its derivatives can be used to treat a variety ofcancers and tumors, promote the body’s metabolism of estrogen, and regulate the secretion of thehormone metabolites in some cancer cells. They are effective anti-cancer drugs. Therefore, indolesare used to synthesize different bisindole compounds under mild conditions. Because theheavymetal catalysis was used in the synthesis of biindole compounds in the previous. Moreenvironmental friendly "green" metal-catalyzed is the concern of chemists.In this thesis, there are three sections:Part I: Overview. Introduces the research results achieved by our predecessors in the field ofsynthesis of bisindole compounds.Part II: FeCl3·6H2O catalytic indole multi-component coupling.we have successfully developed a novel, operationally simple, economical, and environmentallyfriendly one-pot three-component coupling reaction to synthesize functionalized3-nitroso-1H,1’H-2,3’-biindolyl derivatives by employing indoles and sodium nitrite. To the best ofourknowledge this is first report of3-nitroso-1H,1’H-2,3’-biindolyl derivatives synthesis catalyzedby iron catalyst via one-pot three component-coupling reactions. Moreover, it has severaladvantages:(1) an inexpensive and environmentally friendly FeCl3·6H2O has been used as acatalyst,(2) it allows the direct introduction of nitroso functionality onto the biindole skeleton,(3)a wide variety of functional groups, including electron-rich and electron-withdrawing groups, cansurvive,(4) it is highly selective (2,3’-linkage) and allows the isolation of the desired3-nitrosobiindolyl derivatives in good to excellent yields at room temperature. we also explored TsOHcatalytic synthesis of indole dimer and FeCl3·6H2O catalyzed the multi-component coupling ofindole with benzyl bromide.Finally, we make summary and outlook with the synthesis of multi-coupling methods of indolecompounds and list data of the compounds in the paper. |