Study On The Preparation Of Amide Bonds Catalyzed By Boronic Acid Derivatives

When the compound contains an amide structure,its biological activity tends to be higher.Drugs containing amide bond structures account for up to 25%of all marketed drugs.At this stage,except for a few examples,the direct amidation reaction of organic acids with organic amines has hardly been applied to the preparation of amide compounds,whereas the construction of classical amide bonds is achieved either by the aminolysis of carboxylic acid derivatives or in chemistry.The conditions for the presence of a large excess of condensing agent are measured down.Recent studies have demonstrated that simple organic acids and organic amines can directly form amides catalyzed by arylboronic acids under certain conditions.However,the versatility of this reaction,especially for the direct amidation of multi-functional substrates,still presents some challenges.This experiment is based on the previous results of studies on arylboronic acid catalysts,focusing on the screening of more common organoboronic acids and their derivatives,and the discovery of catalysts with high catalytic performance;the study of different structures of acids and different structures of amines in the screening of selected boric acid catalysts.Under the direct amidation activity,explore the related structure-activity rules.This topic mainly explores the direct amidation reaction of aromatic acids and fatty acids with benzylamine,β-phenylethylamine,n-octylamine and laurylamine catalyzed by arylboronic acids and the direct amidation reaction with amino acids involved.The experimental results show that the fluorobenzene as a solvent,the pre-reaction time is 1h,and the reaction time is 12h when the fluorobenzene reflux temperature is reached.When benzene boric acid is used as a catalyst,the catalytic effect is better,and the direct amidation reaction between the fatty acid and the amine is better than the aromatic acid and amine.The direct amidation reaction is good,the direct amidation reaction activity of the amino acid with a protecting group and the amine is reduced,and the yield is increased when an amidation group is directly amidated with an electron-withdrawing group in the aromatic acid.The structure of the target product was characterized by ¹H NMR and ¹³C NMR,and the structure was proved to be correct.