The Studies Of The Diastereoselective Spirocyclopropanation Of Barbiturate-based Olefins With Multi-Substituted Benzyl Chlorides And The Stereospecific Rearrangement Of Spirobarbiturate-Cyclopropane Derivatives

This thesis mainly studies the diastereoselective synthesis of barbiturate spiropropane structural compounds by barbiturate olefins and polysubstituted benzyl chlorides under the promotion of organic bases,and under the promotion of Lewis acid,the barbiturose spiropropane structural compound is stereospecifically rearranged into a dihydrofuran-pyrimidinedione structural compound.Below are key research findings: 1?Diastereoselective reaction of barbiturate olefins with multi-substituted benzyl chlorides to synthesize barbiturate spirocyclopropanes promoted by organic basesBarbituric acid derivatives are a class of pharmaceutically active and physiologically active drugs that have been widely used in the treatment of diseases.The cyclopropane scaffold is a unique core structure widely found in natural products and bioactive compounds,It is also a unique framework for organic synthesis.As a fusion of these two important scaffolds,barbiturose spiropropane structural compounds are in the drug and The field of pharmacology applications is of considerable importance.This part mainly synthesizes 22 barbiturose spiropropane structural compounds in a yield of 45-95% by double Michael addition of barbiturate olefin and polysubstituted benzyl chloride under the promotion of organic base DBU.This method is not only easy to operate,but also has a wide applicability.2?The syntheses of dihydrofuran-pyrimidinediones through the stereospecific rearrangement of barbiturate spirocyclopropane promoted by Lewis acidPyrimidine structural compounds are widely present in biologically active molecules and are used as a universal component of many natural products and purine bases of DNA and RNA.The biological significance of pyrimidine derivatives is very important,so new,simple and effective alternatives have been developed.It is very useful to prepare and synthesize complex molecules containing uracil rings.This section describes the stereospecific rearrangement of barbital spiropropane structural compounds into dihydrofuran-pyrimidinedione structural compounds under the promotion of Lewis acid,extending 17 dihydrogens in 71-98% yield.A furanpyrimidinedione structural compound.