High turnover number and rapid, room-temperature amination of chloroarenes using saturated carbene ligands

被引:344
作者
Stauffer, SR [1 ]
Lee, SW [1 ]
Stambuli, JP [1 ]
Hauck, SI [1 ]
Hartwig, JF [1 ]
机构
[1] Yale Univ, Dept Chem, New Haven, CT 06520 USA
关键词
D O I
10.1021/ol005751k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A catalytic system for the mild amination of aryl chlorides is described. This system consists of a Pd(0) precursor acid a dihydroimidazoline carbene ligand, which is generated in situ from its protonated tetrafluoroborate salt (2). Using this catalyst, aryl and heteroaryl chlorides react with secondary amines and anilines within hours at room temperature. Turnover numbers as high as 5000 are obtained at elevated temperatures for reaction of morpholine with an unactivated aryl chloride.
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页码:1423 / 1426
页数:4
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