The Research And Application Of C-S,C-X Bond Formation Of Quinoline Derivatives Via Remote C-H Activation

As a very important kind of heterocyclic compounds,quinoline and its derivatives,plays a great role in organic synthesis,analytical chemistry and dye industry.Their antibacterial,antiseptic,anti allergic and other physiological activities have attracted lots of attention of many pharmaceuticals workers.With the development of science and technology and the discovery of new synthetic methods of drugs,series of novel structure,effect significant quinoline drugs have been synthesis and application.In the meanwhile,the traditional method to build quinoline derivatives have a great deal of problems,such as complex synthetic route,harsh reaction conditions,low yield,serious environmental pollution and so on.So,develop a simple,green,efficient method of quinoline compounds functional groups becomes more and more necessary.Therefore,the functional transformation to the quinolines has always been one of the key subjectsC-S,C-X（X=F,Cl,Br,I）keys,as the very important component of life and the most common chemical bonds in organic chemistry and biochemistry,have been widely found in the natural world.For this reason,to develop a concise and practical method of C-S,C-X（X=F,Cl,Br,I）key building has a great significance in constructing complex organic compounds,active pharmaceutical ingredient and some industrial materials.In recent years,the functional group building,based on transition-metal-catalyzed C-H activation,has become a research hotspot of organic synthesis and widely used in the synthesis of artificially synthesized drugs and natural products.By means of C-H activation to construct of functional compounds have become a more efficient,practical effective way for building drug molecules and pharmacophore.Therefore,it is of great significance to construct quinoline derivatives via simple and direct C-H functional groups both in methodology and organic synthesis.According to the above,this article discussed and studied the possibility of via directly C-H functional groups,and established respectively in 8-aminoquinoline with cheap benzene sulfonic acid sodium and halogenated benzene boric acid,NaX,DABCO·（SO₂）₂,and diazonium salts as substrates,by means of direct coupling and insertion reaction,successfully introducted of sulfonyl and halogen bond formation in the C5 position.This method is adaptable,economical and environmental friendly.It is a feasible scheme and provides a new way of thinking and method for future production,This paper also discussed and verified its mechanism,which provided a theoretical basis for future research.