Rhodium（Ⅲ）Catalyzed Carbon-Hydrogen Bond Activation Reaction With Cyclobutenone

In recent years,transition-metals catalyzed C-H bonds functionalization has become a powerful strategy for the construction of complex molecules,and has been applied in the total synthesis of bioactive molecules,medicines and new organic functional materials.These reactions are attractive approach owing to high selectivity（including regioselectivity,stereoselectivity,chemo selectivity,etc.）,mild reaction conditions,simple operation,and intrinsic step-economic.In particular,,Rh（Ⅲ）catalyzes catalyzed C-H activation reaction has attracted great attention due to its high activity,lower amount of catalyst loading,good functional group compatibility,high selectivity,mild conditions and other advantages.This thesis mainly studies the rhodium（Ⅲ）-catalyzed C-H bond activation reaction of cyclobutenone,through the rhodium（Ⅲ）-catalyzed C-H bond activation of nitrogen heterocyclic aromatic hydrocarbons and the coupling reaction of cyclobutenone to obtain a series of Chalcone compound,and the structure was confirmed by X-single crystal diffraction.The specific content is as follows: We had investigated the aromatic hydrocarbons with different directing groups,and then through the investigation of the ring-opening conditions of cyclobutenone（including additives,solvents,reaction temperature,time and many other factors）,under the optimal conditions,we expanded the substrate of the reaction system,and we had discussed the influence of electronic effects and steric hindrance on the reaction system,and the product was derivatized.At the same time,we explored the reaction mechanism and proposed possible reaction processes through H/D exchange experiments and KIE experiments.