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Researching Methodology Of Debromination Of Vic-Dibromo Compounds And Unsaturated Ketones Epoxidation

Posted on:2010-04-08Degree:MasterType:Thesis
Country:ChinaCandidate:D LinFull Text:PDF
GTID:2121360275452014Subject:Organic synthesis
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Organic synthesis is the core of organic chemistry.The research of synthetic methodology plays an important role in the development of organic synthesis.The main tasks of the organic synthesis methodology are putting forward new synthetic routes,establishing new synthetic methods, exploring new reaction conditions and developing new reaction reagents and catalysts.All the tasks referred above make the reactions of organic synthesis intend to have the following characters, higher yields,milder reaction conditions,stereoselective and stereospecifical features.And it is most important that they make the organic synthesis be more friendly to the environment.In this paper,the research of reactions included three aspects:1.A series of solvents for the debromination of vic-dibromo compounds were studied on the basis of previous research,and we found that stereoselective debromination of vic-dibromo compounds to the corresponding alkenes can be effectively mediated by solvents and Hantzsch ester together or independently in excellent yields.It provided a new approach to build a carbon-carbon double bond.2.α,β-Unsaturated ketones epoxidation by the iodine pentoxide and sodium borohydride was also studied.3.A novel method with mild condition and simple operation for ketoximes converted to their corresponding carbonyl compounds in high yields by potassium peroxydisulfate in aqueous acetonitrile under refluxing was established.It provided a new effective method for the deprotection of oxime-protected-carbonyls.But this method is not very satisfactory for aldehyde oximes.
Keywords/Search Tags:solvent, Hantzsch ester, debromination, Iodine pentoxide, Sodium borohydride, epoxidation, potassium peroxydisulfate, deoximation
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