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Studies On The Synthesis Of A Novel Disilene And Addition Of Amines To α,β-Unsaturated N-Acylbenzotriazoles Catalyzed By Lewis Acids

Posted on:2010-06-24Degree:MasterType:Thesis
Country:ChinaCandidate:L HeFull Text:PDF
GTID:2121360278968435Subject:Organic Chemistry
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The dissertation studied the synthesis of a novel disilene and the addition of amines toα,β-unsaturated N-acylbenzotriazoles.Three chapters are included therein.In the first chapter,the synthesis,spectrum properties and important reactions of disilenes are briefly introduced.Chapter two is focused on the study of the synthesis of a novel disilene-1,2-tris(ditertbutylmethylsilyl)-1,2-tris(trimethylsityl)disilene.Construction of the silicon chain was realized via seven steps inlcuding such reactions on the silicon atom as bromination,nucleophilic substituention,reductive coupling,cleavage of the phenyl group, etc.Finally,reductive debromination and couping of the dibromosilane was applied to generate the target molecule.In chapter three,regioselective addition of amines toα,β-unsaturated N-acylbenzotriazoles was studied.It was found that catalyzed by SmI3,both aliphatic and aromatic amines underwent bis-addition to aliphaticα,β-unsaturated N-acylbenzotriazoles, whereas they added to N-cinnamoylbenzotriazoles in an exclusive 1,2-addition way to give the cinnamides in good yields.
Keywords/Search Tags:stable disilenes, the novel disilene, synthesis, α,β-unsaturated N-acylbenzotriazoles, amines, samarium triiodide, regioselective addition
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