Copper Catalyzed Arylation/C-C Bond Activation: An Approach toward α-Aryl Ketones

被引：222

作者：

He, Chuan ^{[1
]}

Guo, Sheng ^{[1
]}

Huang, Li ^{[1
]}

Lei, Aiwen ^{[1
,2
]}

机构：

[1] Wuhan Univ, Coll Chem & Mol Sci, Wuhan 430072, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2010年 / 132卷 / 24期

基金：

中国国家自然科学基金;

关键词：

CARBON-CARBON BOND; TRANSITION-METAL CATALYSTS; COUPLING REACTIONS; CLEAVAGE; MILD; COMPLEXES; FUNCTIONALIZATION; EFFICIENT; HALIDES; ALKYNES;

D O I：

10.1021/ja1033777

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient arylation/C-C activation process was discovered. beta-Diketones with aryl halides (aryl iodides and aryl bromides) could undergo reaction smoothly in the presence of Cu(I) or Cu(II) salts in DMSO using K3PO4 center dot 3H(2)O without ligands. The role of H2O was unprecedented, which assisted the C-C activation. Various a-aryl ketones could be efficiently synthesized by this novel method. In situ monitoring of the formation of KOAc and experimentation relating to "a classic diagnostic technique for the participation of radical anion intermediates" revealed the preliminary mechanistic information for the reaction. This method is simple, general, and practical which complemented the classic method for the rapid construction of C-C bonds to a carbonyl moiety.

引用

页码：8273 / +

页数：4

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