The Research Of Transition Metal-catalyzed Carbonylation And Aryl Amide C-H Allylatio

Isoindolinone derivatives are an important class of nitrogen-containing heterocyclic structures and which is an important branch of heterocyclic compounds.They are widely found in nature and closely related to the life and development of human.Such nitrogen-containing heterocyclic compounds have special physiological and pharmaceutical activities and have been widely applied in medicine and industry.As an important organic synthesis intermediate,aryl amide derivatives are commonly found in natural products and are widely used in the synthesis of medicines,dyes and pesticides,and so on.Therefore,it is very important to explore their synthetic methods.In this paper,we mainly focus on transition metal-catalyzed carbonylation for the synthesis of N-substituted isoindolinone derivatives and synthetic development of ortho-olefinated derivatives of aryl formamide:(1)Traditional methods for the synthesis of N-substituted isoindolinone derivatives have been fully expored.The primary amines are usually employed as nitrogen sources.However,limited by the poor reactivity,tertiary amines are rarely applied in the reaction.In this paper paper,a convenient and effective carbonylation process have been developed,a protocol of transition-metal palladium catalyzed secondary amines reacted with o-iodobenzyl halides for the synthesis of isoindolinone derivatives.Importantly,the one-pot reaction performs via amination/dealkylation/carbonylation processes.(2)The pre-functionalization of aryl amides in its C-H activation is necessary in traditional methods.We have been developed Rh-catalyzed C-H allylation of primary aryl amides with alkyl/aryl allylic esters for the synthesis aryl amides derivatives.The method simplifies the synthesis of raw materials,shortens the synthetic route and has high yield and selectivity,which provides a new method for C-H bond activation.