| Graphene oxide is a highly oxidative stripping product of graphite,which can greatly used in some organic oxidation reactions and acid-catalyzed reactions in organic chemistry.Because it not only has a large amount of hydroxyl groups,carboxyl groups and epoxy groups on its surface,but also contain an aromatic structure on both sides and a large specific surface area.In recent years,the application of graphene oxide in organic synthesis has been increasing,and it has become a hot spot for chemists because of the low price,easy preparation,environmental friendliness,compatibility with various functional groups.In this paper,we mainly uses the oxidation of graphene oxide as the oxidant to explore the application in organic synthesis.First,we introduced the synthesis of lenalidomide derivatives by oxidation of graphene oxide to isobenzofuran.Most of the lenalidomide derivatives are synthesized by the reduction of the amide to form a lactam.However,we successfully synthesized lenalidomide derivatives by oxidative insertion of nitrile compounds with isobenzofurans.Compared with traditional synthetic methods,the method is simple and easy,it also can eliminate the need of metal which must be used in the lenalidomide derivative by conventional methods,what is more the new reaction condition is mild,and the product yield is high.It is an important topic in the field of organic chemistry to explore new strategies for the synthesis of such compounds with biological activity,especially for easy availability of raw materials,simple operation and environmental protection,since lenalidomide derivatives have broad potential applications.Then we introduced the study of the oxidation of graphene oxide to tetrahydrofuran to synthesize remote alcohols.Previously,hydroxyl group was formed at the reactive sites to obtain lower alcohols,while the synthesis of higher-grade remote alcohols was directly prepared by conversion of lower alcohols or synthesis gas,and due to the high dissociation energy of OH bonds,C-H near hydroxyl groups.The bond is more reactive than the distal bond.Therefore,selective functionalization of less reactive C-H bonds in alcohols is a significant challenge.In this paper,we use the special properties of graphene oxide with certain oxidizing and weak acidity to open the ring of epoxy compound under acidic conditions and then form the diterpene methane remote alcohols.The new method solves the problem that the poorly reacted C-H bond in the alcohol is difficult to selectively functionalize,and also provides a new idea for the synthesis of the remote alcohols. |
