Iron-catalyzed carbonylation of aryl halides with arylborons using stoichiometric chloroform as the carbon monoxide source

被引:60
作者
Zhao, Hongyuan [1 ]
Du, Hongyan [1 ]
Yuan, Xiaorong [1 ]
Wang, Tianjiao [1 ]
Han, Wei [1 ]
机构
[1] Nanjing Normal Univ, Sch Chem & Mat Sci, Jiangsu Collaborat Innovat Ctr Biomed Funct Mat, Jiangsu Key Lab Biofunct Mat, Wenyuan Rd 1, Nanjing 210023, Jiangsu, Peoples R China
关键词
SUZUKI REACTIONS; ATMOSPHERIC-PRESSURE; COUPLING REACTIONS; GRIGNARD-REAGENTS; ACID-DERIVATIVES; CARBOXYLIC-ACIDS; AROMATIC HALIDES; SITU GENERATION; ALKENYL HALIDES; FORMIC-ACID;
D O I
10.1039/c6gc02158a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general iron-catalyzed carbonylative Suzuki-Miyaura coupling of aryl halides with arylborons is reported, using stoichiometric CHCl3 as the CO source. The high efficiency, economy, selectivity, and operational simplicity of this transformation make this method a valuable tool in organic synthesis. Importantly, the presented strategy allows effective C-13 labeling simply by using the commercially available C-13-labeled CHCl3. On the basis of the initial mechanistic exploration, an aryl radical intermediate is proposed in the present carbonylation process.
引用
收藏
页码:5782 / 5787
页数:6
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