钯催化芳基溴化物在常压下的羰基化反应：基于二(二苯基膦基)二茂铁的通用体系
Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: a general system based on Xantphos.
作者信息
Martinelli Joseph R, Watson Donald A, Freckmann Dominique M M, Barder Timothy E, Buchwald Stephen L
机构信息
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
出版信息
J Org Chem. 2008 Sep 19;73(18):7102-7. doi: 10.1021/jo801279r. Epub 2008 Aug 23.
Abstract
A method for the Pd-catalyzed carbonylation of aryl bromides has been developed using Xantphos as the ligand. This method is effective for the direct synthesis of Weinreb amides, primary and secondary benzamides, and methyl esters from the corresponding aryl bromides at atmospheric pressure. In addition, a putative catalytic intermediate, (Xanphos)Pd(Br)benzoyl, was prepared and an X-ray crystal structure was obtained revealing an unusual cis-coordination mode of Xantphos in this palladium-acyl complex.
摘要
已开发出一种使用Xantphos作为配体的钯催化芳基溴羰基化方法。该方法可在常压下由相应的芳基溴直接有效合成Weinreb酰胺、伯和仲苯甲酰胺以及甲酯。此外，制备了一种假定的催化中间体(Xanphos)Pd(Br)苯甲酰基，并获得了X射线晶体结构，揭示了该钯-酰基配合物中Xantphos异常的顺式配位模式。
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