Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Alkyl Halides

被引:409
作者
Everson, Daniel A. [1 ]
Shrestha, Ruja [1 ]
Weix, Daniel J. [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
关键词
CHLORIDES; COMPLEXES; MECHANISM; DISCOVERY; BROMIDES; BIARYLS;
D O I
10.1021/ja9093956
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The direct reductive cross-coupling of alkyl halides with aryl halides is described. The transformation is efficient (equimolar amounts of the starting materials are used), generally high-yielding (all but one between 55 and 88% yield), highly functional-group-tolerant [OH, NHBoc, NHCbz, Bpin, C(O)Me, CO2Et, and CN are all tolerated], and easy to perform (uses only benchtop-stable reagents, tolerates small amounts of water and oxygen, changes color when complete, and uses filtration workup). The reaction appears to avoid the formation of intermediate organomanganese species, and a synergistic effect was found when a mixture of two ligands was employed.
引用
收藏
页码:920 / +
页数:4
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