Synergistic Effect of a Bis(proazaphosphatrane) in Mild Palladium-Catalyzed Direct α-Arylations of Nitriles with Aryl Chlorides

被引:13
作者
Kim, So Han [1 ,2 ]
Jang, Wonseok [1 ,2 ]
Kim, Min [1 ,2 ]
Verkade, John G. [3 ]
Kim, Youngjo [1 ,2 ]
机构
[1] Chungbuk Natl Univ, Dept Chem, Cheongju 361763, Chungbuk, South Korea
[2] Chungbuk Natl Univ, Program Res Team BK21, Cheongju 361763, Chungbuk, South Korea
[3] Iowa State Univ, Dept Chem, Ames, IA 50011 USA
基金
新加坡国家研究基金会;
关键词
Synthetic methods; Arylation; Cross-coupling; Palladium; P ligands; AMINO NITRILES; PROAZAPHOSPHATRANES; COMPLEXES;
D O I
10.1002/ejoc.201402466
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The effect of a bis(proazaphosphatrane) ligand on the palladium-catalyzed direct -arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron-rich, electron-poor, and electron-neutral groups.
引用
收藏
页码:6025 / 6029
页数:5
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