Monodentate phosphines provide highly active catalysts for Pd-catalyzed C-N bond-forming reactions of heteroaromatic halides/amines and (H)N-heterocycles

被引:291
作者
Anderson, Kevin W. [1 ]
Tundel, Rachel E. [1 ]
Ikawa, Takashi [1 ]
Altman, Ryan A. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
amination; chemoselectivity; palladium; phosphines;
D O I
10.1002/anie.200601612
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) A good alternative: Highly reactive catalysts based on palladium and dialkylbiarylphosphino ligands provide unprecedented reactivity and selectivity in C-N bond-forming processes. The bulky monophosphine catalyst system Pd/1 was effective for the reaction of aryl/heteroaryl halides bearing primary amides and 2-aminoheterocycles (see scheme; dba = dibenzylideneacetone, R = CONH2, NH2), thus showing that monodentate phosphines are viable alternatives to, and sometimes superior to, chelating ligands. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:6523 / 6527
页数:5
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