N,N-dimethyl-β-alanine as an inexpensive and efficient ligand for palladium-catalyzed Heck reaction

被引:125
|
作者
Cui, Xin [1 ]
Li, Zhe [1 ]
Tao, Chuan-Zhou [1 ]
Xu, Yu [1 ]
Li, Juan [1 ]
Liu, Lei [1 ]
Guo, Qing-Xiang [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
关键词
D O I
10.1021/ol060585n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N, N-Dimethyl-ss-alanine was found to be a more powerful phosphine-free ligand than the previously reported ligand, N, N-dimethylglycine, in the Pd-catalyzed Heck reaction for a variety of aryl bromides, aryl iodides, and activated aryl chlorides with a practical turnover number of 10(3). Both kinetic and theoretical studies suggested that N, N-dimethyl-ss-alanine led to faster oxidative addition of an aryl halide to Pd than N, N-dimethylglycine.
引用
收藏
页码:2467 / 2470
页数:4
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