Palladium-catalyzed aminocarbonylation of aryl chlorides at atmospheric pressure: The dual role of sodium phenoxide

被引:289
作者
Martinelli, Joseph R. [1 ]
Clark, Thomas P. [1 ]
Watson, Donald A. [1 ]
Munday, Rachel H. [1 ]
Buchwald, Stephen L. [1 ]
机构
[1] MIT, Dept Chem, Cambridge, MA 02139 USA
关键词
amides; aryl chlorides; carbonylation; palladium; phosphines; CARBON-MONOXIDE; CARBONYLATION; ALKOXYCARBONYLATION; CONVENIENT; BROMIDES;
D O I
10.1002/anie.200702943
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) No pressure, no worries: A general, functional-group-tolerant, mild system for the Pd-catalyzed carbonylation of aryl chlorides to the corresponding amides has been developed. The catalyst operates at 1 atm CO using an inexpensive, air-stable, and commercially available ligand (see scheme, Cy = cyclohexyl). Sodium phenoxide is a critical additive in this transformation; its role has been studied using in situ IR spectroscopy. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:8460 / 8463
页数:4
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