Cyclization Reaction Based On Cyanoacetamide Derivatives

Pyridone-based compounds and their derivatives are important heterocyclic compounds,which have important applications in medicine and pesticides.Among them,pyridine-2-?1H?-one is a common structural unit in many antibacterial and antitumor drugs.The synthesis of such heterocyclic compounds has become one of the frontier and hot areas of organic synthesis chemistry.The cyanoacetamides have multi-functional structural features.Starting from cyanoacetamides,a series of cyanoamide derivatives with enamide structure were designed and synthesized.The cyanoamide derivatives were used as synthetic precursors.The pyridine-2-?1H?-one structure was constructed via the[4+2]cyclization reaction.The main research work is as follows:1.The synthesis of pyridine-2-?1H?-ones derivatives was achieved by using cyanoamide derivatives as synthetic precursors in DMSO at 100°C in the presence of K₂CO₃to react with malonic acid,and the synthesis method was simple.The yield is as high as91%.2.In order to explore the versatility of the synthesis method,the structure of the cyanoamide derivative was changed to have different substituent groups,and then the reaction was carried out under the same experimental conditions,and the pyridine-2-?1H?-ones derivative was also realized.Synthesis of things.The yield can be up to 70%when?-amidoacrylamide is chosen as the precursor,and the yield is up to 89%when?-acetyl acrylamide is chosen as the precursor.This dissertation provides a new synthetic route for the synthesis of pyridine-2-?1H?-ones derivatives.