CH Functionalization And CC Functionalization Of Tertiary Fatty Acid Amide Derivatives

Tertiary aliphatic acids and their derivatives are widely used in pharmaceutical chemistry and organic synthesis.C-H and C-C bond activation functionalization is a powerful tools of direct modification of organic molecules.The?-C-H and C-C bond functionalization of amides derived from tertiary aliphatic acids is one of the important transformation.The?-C-H functional reaction of tertiary aliphaticamide derivatives is an important transformation reaction.Such reactions require strong coordination directing groups containing nitrogen in the substrate.However,Weinreb amides lack such good auxiliary groups.In this cases,expensive or presynthesized nitrogen-containing ligands are required.Therefore,it is urgent to develop an efficient catalytic system using cheap ligand.Although the C-C activation reaction of tertiary lipoamide derivatives is an important transformation tool,the current research mainly focuses on ternary cyclic acid open cycloaddition and radical decarboxylation,while other series processes that can increase molecular complexity are not reported.Therefore,the development of a new C-C activation series process is an urgent problem.The?-C(sp~3)-H arylation and alkenylation of weinreb amides were achieved by acid-regulated palladium(?)catalysis.Inexpensive and readily available Ts OH was employed as ligands instead of previous nitrogen-containing ligands.Further mechanistic studies showed that the reaction was achieved by palladium(?)catalyzed radical processes.Ring-opening/coupling process of?-aminocyclopropane-carboxylic acid was realized by the acid regulating palladium(?)catalytic strategy.The proposed method has extensive functional group tolerance.Further mechanism studies show that the reaction is achieved by palladium(?)catalyzing the free radical series process.