Facile Benzo-Ring Construction via Palladium-Catalyzed Functionalization of Unactivated sp3 C-H Bonds under Mild Reaction Conditions

被引:137
作者
Feng, Yiqing [1 ]
Wang, Yuji [1 ]
Landgraf, Bradley [1 ]
Liu, Shi [1 ]
Chen, Gong [1 ]
机构
[1] Penn State Univ, Dept Chem, University Pk, PA 16802 USA
关键词
ORGANOPALLADIUM(IV) CHEMISTRY; ORGANOMETALLIC CHEMISTRY; COUPLING REACTIONS; ORGANIC-MOLECULES; ROOM-TEMPERATURE; DIRECT ARYLATION; DIRECTING GROUP; AMINO-ACIDS; ACTIVATION; MECHANISM;
D O I
10.1021/ol101220x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical synthetic method for the annulation of benzo-rings by the intramolecular coupling of an aryl Iodide and a methylene C H bond is described. The palladium-catalyzed C-H functionalization Is directed by an aminoquinoline carboxamide group, which can be easily installed and removed. High yields and broad substrate scope were achieved. An additive of ortho-phenyl benzoic acid, identified from a systematic screening, functions as a critical ligand for the catalytic process under mild condition, even at near room temperature.
引用
收藏
页码:3414 / 3417
页数:4
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