Rh(Ⅲ)-catalyzed Functionalization Of Ortho-C-H Bond Of 2-Arylquinazolinone

The quinazolinone skeleton is widely present in natural products.Because of its biological activity,quinazolinone derivatives have an extremely important role in the fields of medicine and agriculture.In recent decades,more and more scientists have paid attention to the research progress of quinazolinone.Therefore,it is of great significance to develop the synthesis and biological activity of quinazolinone and its derivatives.Over the past decade,transition metal-catalyzed C-H functionalization has been the focus of scientists’ attention.Compared with previous methods,this method saves time and is an effective method for synthesizing the target product.Therefore,C-H functionalization has been extremely rapidly developed and widely used.Because of its excellent reactivity,the transition metal rhodium has become a commonly used catalyst for C-H functional group activation.On this basis,we continue to carry out rhodium-catalyzed C-H functionalization of the 2-position aryl group of quinazoline.This paper will discuss the following three aspects:Chapter One Briefly describe the progress in the synthesis of quinazoline skeleton compounds in recent years;Research progress of N-directed C-H activation;Research progress on C-H functionalization of quinazoline and quinazolinone as directing groups.Chapter two As a newly developed carbene precursor,Sulfur ylide reagent is widely used in C-H functionalization.We used 2-arylquinazolinone and thio-ylide reagent as raw materials to develop the rhodium-catalyzed ortho-C-H benzoyl methylation reaction of quinazolinone.The reaction is efficient and atomic.Chapter three Monofluoroolefins play an important role in organic synthesis,medicinal chemistry,peptide chemistry,etc.We use 2-arylquinazolinone and2,2-difluorovinyltosylate as raw materials,developing an ortho-C-H monofluoroalkenylation reaction of 2-arylquinazolinones.The reaction conditions are mild and the functional group resistance is good.