The Study On Transition Metal-catalyzed Synthesis Of Disulfide Derivatives

Disulfide bonds are a type of chemical bonds with special properties.Compounds containing disulfide bonds are widely found in nature,such as the disulfide bridge in insulin,the main ingredient in garlic,and anticancer drug romidepsin.It owns very important research value.Compounds containing disulfide bonds include symmetric disulfides and asymmetric disulfides.Among them,the research of symmetric disulfide has been very mature.In comparison,the synthesis of asymmetric disulfide is more difficult.Among them,the synthesis of asymmetric internal acetylene disulfide derivatives has been at a stagnant stage since 1972,and the known synthetic methods are relatively harsh and could be further improved.The first chapter of the thesis focuses on the synthetic methods of some known symmetric and asymmetric disulfide derivatives.We have summarized and explained the advantages and disadvantages in each method.The second chapter introduces a new type of synthetic method using transition metal as catalyst to synthesize asymmetric internal acetylene disulfide,and optimizes the conditions,expands the substrate scope,and achieves high yields(70-80%).After getting the internal acetylene disulfide derivatives,the application work is finally carried out,and several meaningful reactions are carried out.At the same time,we also investigate the reaction mechanism.The third chapter mainly focuses on the usage of the asymmetric internal acetylene disulfide derivatives synthesized in Chapter 2 to prepare triazoles,through the Ir AAC reactions.The conditions are optimized.Next,the substrate scope is further extended.A variety of dithiotriazole compounds are obtained with yields from 62% to 77%.