Palladium-Catalyzed Decarboxylative Cross-Coupling Reaction Between Heteroaromatic Carboxylic Acids and Aryl Halides

被引:137
作者
Bilodeau, Francois [1 ]
Brochu, Marie-Christine [1 ]
Guimond, Nicolas [1 ]
Thesen, Kris H. [1 ]
Forgione, Pat [1 ]
机构
[1] Boehringer Ingelheim Canada Ltd, Res & Dev, Laval, PQ H7S 2G5, Canada
关键词
H BOND FUNCTIONALIZATION; DIRECT ARYLATION; MECHANISM; CHLORIDES; PYRROLES; COMPLEX; BIARYLS;
D O I
10.1021/jo9022793
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A full overview of the decarboxylative cross-coupling reaction between heteraromatic carboxylic acids and aryl halides is described. This transformation employs palladium catalysts with short reaction times providing facile synthesis of aryl-substituted heteroaromatics. The effect of each reaction parameter including solvent, base, and additive employed as well as the full substrate scope of this transformation are reported. Mechanistic evidence is also disclosed that sheds light on possible reaction pathways.
引用
收藏
页码:1550 / 1560
页数:11
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