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The N-heterocyclic Carbene-palladium(Ⅱ)-1-methylimidazole Complex Catalyzed α-arylation Of Ketones

Posted on:2014-02-08Degree:MasterType:Thesis
Country:ChinaCandidate:Z K XiaoFull Text:PDF
GTID:2251330401976241Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Transition metal palladium-catalyzed α-arylation of carbonyl compounds with arylhalides can result in-aryl carbonyl compounds, which were frequently found in manynatural products and intermediates for the synthesis of medicinal compounds. Generally,to achieve an efficient palladium-catalyzed-arylation of carbonyl compounds, theair-sensitive, expensive and less available phosphine ligands have to be employed tofacilitate such transformations. Thus, during the past years, much attention was turned tousing the air-and thermal-stable, easily available and cheap N-heterocyclic carbene asthe ligands. Therefore, in this thesis, the-arylation reaction between ketones and arylchlorides in the presence of a well-defined, easily available N-heterocycliccarbene-palladium(Ⅱ)-1-methylimidazole [NHC-Pd(Ⅱ)-Im] complex, which can bedivided into three parts:1.NHC-Pd(Ⅱ)-Im complex catalyzed α-arylation of aryl ketones with aryl chlorides.2. NHC-Pd(Ⅱ)-Im complex catalyzed α-mono-and/or bis-arylation of symmetricdialkyl ketones with aryl chlorides.3. NHC-Pd(Ⅱ)-Im complex catalyzed α-arylation of oxindoles with aryl chlorides andfurther aerobic oxidation of the products in a one-pot procedure.
Keywords/Search Tags:N-Heterocyclic carbene-palladium complex, Aryl ketones, Symmetric alkyl ketones, Oxindoles, Aryl chlorides, α-Arylation
PDF Full Text Request
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