Pd-Catalyzed α-Arylation of Nitriles and Esters and γ-Arylation of Unsaturated Nitriles with TMPZnCl•LiCl

被引:60
作者
Duez, Stephanie [2 ]
Bernhardt, Sebastian [2 ]
Heppekausen, Johannes [2 ]
Fleming, Fraser F. [1 ]
Knocher, Paul [2 ]
机构
[1] Duquesne Univ, Dept Chem & Biochem, Pittsburgh, PA 15282 USA
[2] Univ Munich, Dept Chem, D-81377 Munich, Germany
基金
欧洲研究理事会;
关键词
ARYL BROMIDES; SELECTIVE MONOARYLATION; FUNCTIONALIZED ARENES; DIRECTED ZINCATION; CARBONYL-COMPOUNDS; GENERAL-METHOD; ZINC AMIDE; PALLADIUM; METALATION; BASE;
D O I
10.1021/ol200194y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using TMPZnCl center dot"LiCl as a kinetically highly active base, nitriles and esters undergo a Pd-catalyzed alpha-arylation under mild conditions. Remarkably, in the case of alpha,beta or beta,gamma-unsaturated nitriles, a regioselective gamma-arylation or a gamma-alkenylation is observed.
引用
收藏
页码:1690 / 1693
页数:4
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