Research On The Formation Of C-N Bond Basing On Aryl Carboxylic Acids And Construction Of C-O Bond Basing On Aryl Boric Acids

The structural units containing C-O or C-N bonds as are commonly found in drugs,materials,natural products and biolo gically active substances.For instance,phenols and phthalimides are frequently utilized in the field of pharmaceuticals,pesticides,dyes,functional polymers.The traditional methods for the synthesis of phenols and phthalimides usually need to be carried out under high temperature,strong acid or strong alkaline conditions.To a considerable degree,the harsh reaction conditions,tedious steps and side reactions including overoxidation limit their practical application.Therefore,it’s highly desirable to develop efficient and green methods for preparing the abovementioned compounds from cheap starting materials in the field of synthetic chemistry.Arylboronic acids and aryl carboxylic acids have the advantages of high reactivity,low toxicity and low co st,which are usually utilized as starting materials for the synthesis of phenols and phthalimides.Organic electrosynthesis is a green and eco-friendly synthesis method,which employs "electrons" as redox reagents and accomplishes the mutual conversion of electrical as well as chemical energy via charge transfer on the "electrode/solution" interface.In this context,green electrochemical transformations for deborylative hydroxylation of arylboronic acids has been well established under metal-free and mild conditions,which have the advantage of broad substrate scope and good functional group tolerance to create C-O bond in the absence of transition-metal mediator or exogenous oxidant.Subsequently,the application of the method has been demonstrated by scale-up transformation and the synthesis of drug molecules,while isotopic labeled experiment and cyclic voltammetry measurement have further supported the proposed mechanism.In addition,Cu/TBHP-promoted the transformation of phthalic acids into phthalimides has been achieved using amide as solvent and nitrogen source.Studies show that the substrate of phthalic acids could be extended to the carboxyl derivatives including esters,lactones,nitriles,aldehydes and amides,while amides included alkylamides and cycloalkylamides.The formation of C-N bond provides more convenient and cheaper method to synthesis of phthalimides under air conditions,which significantly highlight the practical application prospect.