通过脱羧钯催化交叉偶联反应合成联芳基化合物。

Synthesis of biaryls via decarboxylative Pd-catalyzed cross-coupling reaction.

作者信息

Becht Jean-Michel, Catala Cédric, Drian Claude Le, Wagner Alain

机构信息

Université de Haute-Alsace, Ecole Nationale Supérieure de Chimie de Mulhouse, Laboratoire de Chimie Organique et Bioorganique, UMR-CNRS 7015, 3 rue Alfred Werner, 68093 Mulhouse Cedex, France.

出版信息

Org Lett. 2007 Apr 26;9(9):1781-3. doi: 10.1021/ol070495y. Epub 2007 Apr 6.

DOI:10.1021/ol070495y

PMID:17411063

Abstract

[reaction: see text] A simple and efficient route to biaryls via Pd-catalyzed decarboxylative cross-couplings of arene carboxylic acids and aryl iodides is reported. The PdCl2/AsPh3 catalytic system in the presence of Ag2CO3 in DMSO was found to be particularly efficient to perform this transformation. This reaction can be extended to the synthesis of various biaryls, including sterically hindered biaryls, with yields ranging from 58% to 90%.

摘要

[反应：见正文] 报道了一种通过钯催化芳烃羧酸与芳基碘化物的脱羧交叉偶联反应制备联芳基化合物的简单高效方法。发现在二甲基亚砜中，碳酸银存在下的氯化钯/三苯基砷催化体系对于进行这种转化特别有效。该反应可扩展至各种联芳基化合物的合成，包括空间位阻较大的联芳基化合物，产率范围为58%至90%。