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水相介质中氧气促进的无配体 PdCl2 催化的 Suzuki 反应。

Oxygen-promoted PdCl2-catalyzed ligand-free Suzuki reaction in aqueous media.

机构信息

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Zhongshan Road 158, 116012, Dalian, China.

出版信息

Org Biomol Chem. 2011 Feb 21;9(4):1054-60. doi: 10.1039/c0ob00524j. Epub 2010 Dec 13.

DOI:10.1039/c0ob00524j
PMID:21152641
Abstract

A simple and efficient protocol has been developed for the PdCl(2)-catalyzed ligand-free and aerobic Suzuki reaction of aryl bromides or nitrogen-based heteroaryl bromides with arylboronic acids in good to excellent yields in aqueous ethanol. A systematic investigation on the effect of different atmospheres on the reactivity of the palladium-catalyzed Suzuki reaction has been carried out, the results show that an aerobic atmosphere demonstrates a positive effect on the reactivity of the Suzuki reaction in an aqueous media and a negative effect in a pure organic solvent, which exhibits that the water plays a crucial role for the function of the atmosphere on the palladium-catalyzed ligand-free Suzuki reaction.

摘要

已经开发出一种简单高效的协议,用于在 PdCl(2)催化下,在水-乙醇介质中,通过芳基硼酸或氮杂芳基硼酸与芳基溴化物或氮杂芳基溴化物进行无配体和有氧条件下的 Suzuki 反应,以高产率得到产物。对不同气氛对钯催化 Suzuki 反应活性的影响进行了系统研究,结果表明,有氧气氛对水相介质中 Suzuki 反应的活性有积极影响,而对纯有机溶剂中的 Suzuki 反应的活性有消极影响,这表明水对于钯催化无配体 Suzuki 反应中气氛的作用至关重要。

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