Palladium-Catalyzed Direct C-H Arylation of Enamides with Simple Arenes

被引:151
作者
Pankajakshan, Sreekumar [2 ]
Xu, Yun-He [1 ]
Cheng, Jun Kee [2 ]
Low, Man Ting [2 ]
Loh, Teck-Peng [1 ,2 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
[2] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
关键词
arylation; C-H functionalization; enamides; palladium; synthetic methods; ELECTRON-RICH OLEFINS; REGIOSELECTIVE HECK ARYLATION; ACYL-N-VINYLAMINE; STEREOSELECTIVE-SYNTHESIS; BOND ACTIVATION; FUNCTIONALIZATION; CARBOXYLATION; ALKENYLATION; REACTIVITY; INDOLES;
D O I
10.1002/anie.201109247
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Z only: An atom-economical synthetic route towards arylated Z-enamides through double C-H functionalization is described. The Z/E selectivity of the palladium-catalyzed monoarylation is absolute (step A in scheme), and the molecular complexity of the products can be further endowed by a sequential second arylation, which requires the use of trifluoracetic acid (TFA; step B). Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5701 / 5705
页数:5
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