Studies On The Synthesis Of 1,2,3-Triazole And Its Application On The Synthesis Of Indole Structure

Several compounds of natural and non-natural compounds containing a 1,2,3-triazole moiety possess high aromatic stability and a broad spectrum of biological properties,such as anti-cancer,anti-viral,anti-bacterial,anti-allergic,anti-bacterial,anti-HIV and anti-epileptic.As a consequence,more and more reachers have paid gread attention to find more convenient and efficient methods of triazole and synthesis novel triazole derivatives.With the emergence of Huisgen cycloaddition,a convenient and regiospecific approach to obtain 1,4-disubstituted triazoles,1,2,3-triazole unit gained more and more interest and it has been widely used in drug discovery and medicinal chemistry.Our previous work reported a novel,facile and efficient methodology for synthesis triazole in water at room temperature using in situ generated CuCl and Cu2 O which reduced by Cu?OAc?₂·H₂O/ NH₂OH·HCl as catalysts.We select Cu?OAc?₂·H₂O as the Cu?II?salts and NH₂OH·HCl as the reducing agent.Both Cu?OAc?₂·H₂O and NH₂OH·HCl dissolved in water particularly.So the catalytic effect is better than direct use Cu Cl or Cu2 O powder.Due to the different of the mole ratio of the Cu?OAc?₂·H₂O and NH₂OH·HCl,the reduction products are also different.When the molar ratio was 5:1 or more than 5:1,the reduction product was Cu2 O.If added more NH₂OH·HCl,the catalytic system produce CuCl in situ.when the ratio was 2:1,there were mixture of CuCl and Cu2 O and with this ratio,model substrates have the best yield.In chaptert 3,we studied another kind of Cu?II?/ reductor catalytic systems : through the experiment we found that after the reduction of KI,Cu?OAc?₂·H₂O could in stitu synthesized CuI which was also an excellent source of copper catalysted synthesis triazole.We chose the reaction of phenyl azide and propargyl phenyl ether as the model substrates.to explore the optimum conditions for this catalytic system.After a lot of small molecule test,we found this catalytic system had an extensive application.Indole is an very important N heterocyclic compound.Many natural products containing indole structure have extensive biological activity.A series of N-substituted-indole-trazioe derivatives were designed and synthesized on the basis of association principle by using Cu?OAc?₂·H₂O/ NH₂OH·HCl as the catalyst which we had optimizing and selecting.All the characterizations of those indole-trazioe derivatives we had synthesised were performed by NMR,IR,HRMS,et al.The results have formed principal foundation for further in vitro anticancer activity testing.