Design And Synthesis Of Imidazolvl-Oxazolidinones And 2,5-Diketopiperazines

The oxazolidinones and 2,5-diketopiperazines are important compounds,and have attracted the interest of medicinal chemists for a long time.Recently,studies on the biological activity demonstrate that numerous oxazolidinones or 2,5-diketopiperazines possess anti-bacterial,anti-tumor,and anti-virus activities.In this thesis,we have designed and synthesized a series of compounds which combined the oxazolidinones with five membered nitrogen containing heterocyclic compounds,such as imidazoles by means of hybridation.We have also designed and synthesized some compounds with the skeleton of 2,5-diketopiperazine based on our previous work.This thesis consists of three chapters.In Chapter 1,the bioactivity studies of the oxazolidinones,2,5-diketopiperazines and imidazole derivatives were briefly reviewed.And the advances in the synthesis of oxazolidinones were summarized as well.In Chapter 2,the synthesis of oxazolidinones was introduced.Starting from a number of aromatic amines,allyl carbomates were prepared in two steps.Bromo-oxazolidinones were obtained through a bromo-lactonization reaction.Condensation of bromo-oxazolidinones with imidazoles,benzimidazoles and pyrazoles provided hybrid compounds.In addition,some imidazolium salts were also synthesized for further research.In Chapter 3,the synthesis of unsaturated-2,5-diketopiperazines with hydroxyl side chains was studied.Starting from commercial alkynols,the key intermediates were generated by an amide condensation.Then,the unsaturated-2,5-diketopiperazines were obtained under the condition of organocatalysis.After deprotection of TBS group,the target 2,5-diketopiperazines with side chain were obtained in 5 steps.