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铃木-宫浦交叉偶联反应的钾烷氧基乙基三氟硼酸盐:芳基/杂芳基乙氧基结构的获得。

Suzuki-Miyaura cross-coupling of potassium alkoxyethyltrifluoroborates: access to aryl/heteroarylethyloxy motifs.

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.

出版信息

J Org Chem. 2012 Nov 16;77(22):10399-408. doi: 10.1021/jo3021665. Epub 2012 Nov 6.

Abstract

The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.

摘要

在芳香亚结构上引入烷氧基乙基部分一直是合成有机化学家面临的长期挑战。主要原因是烷氧基乙基金属物种的固有不稳定性和缺乏通用方法来获得它们。已经开发了一种利用基于有机三氟硼酸盐的特殊性质的交叉偶联策略的新方法,该方法允许在广泛的芳基和杂芳基溴化物上轻松有效地安装此单元。

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