Study On The Synthesis Of 2-hydroxy-3,3-dimethoxy-n-phenyl Butanamide Derivatives And Methyl 2-oxo-2-(Phenylamino) Acetate

The ?-hydroxy-?-keto esters and amide moieties are the major building blocks of certain natural products and pharmaceutical compounds,and 2-oxo-2-(phenylamino)acetates are important intermediates for the synthesis of complex compounds,these studies have been one of the hot research areas for organic synthesis workers.Due to their low toxicity,high stability,and easy availability,organic high iodine reagents,especially iodine(III)reagents,have been widely used in the construction of various chemical bonds in the past decades,or construction of heterocyclic compounds.In this dissertation,organic hypervalent iodine reagents were used to synthesize 2-hydroxy-3,3-dimethoxy-N-phenylbutanamides and methyl 2-oxo-2-(phenylamino)achieved a meaningful result.In the presence of diacetoxyiodobenzene(PIDA)and sodium hydroxide,?-ketoamides were developed to undergo a series oxidation reaction to give ?-hydroxylated-?-acetalized products.This reaction is carried out at room temperature without the participation of a metal catalyst,and 2-hydroxy-3,3-dimethoxy-N-phenylbutyramide is obtained in good yield from a simple and readily available starting material Compounds.The use of this method in the construction of a-hydroxy-?-ketoamide and quinolinone compounds has also been explored.2-oxo-2-(phenylamino)-acetic acid methyl esters are important organic synthesis intermediates and can be used to construct a variety of aromatic heterocycles such as benzothiazole,quinazoline,and oxazinone,and these compounds It is the mother nuclear structure of many natural products and has important biological activities such as antifungal,antiviral,anti-HIV antibodies,anticancer,antitumor and anti-leukemia drugs.The development of a simple and practical method for synthesizing methyl 2-oxo-2-(phenylamino)acetate compounds has important academic and application prospects.In this paper,we used the high-valent iodine reagent diacetoxyiodobenzene as an oxidant,copper salt as a catalyst,and a C-C bond cleavage process to synthesize a series of 2-oxo-2-(phenylamino)acetic acid methyl esters from acetoacetamide.The method is mild and the substrate has a wide range of applications,this laid the foundation for further expanding the application of this type of compound.