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使用大位阻联芳基单膦配体的芳基卤化物的钯催化铃木-宫浦反应。

Pd-catalyzed Suzuki-Miyaura reactions of aryl halides using bulky biarylmonophosphine ligands.

作者信息

Altman Ryan A, Buchwald Stephen L

机构信息

Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, 18-490, Cambridge, Massachusetts 02139, USA.

出版信息

Nat Protoc. 2007;2(12):3115-21. doi: 10.1038/nprot.2007.411.

DOI:10.1038/nprot.2007.411
PMID:18079711
Abstract

The following protocol describes the application of a highly active Pd-based catalyst system in the Suzuki-Miyaura cross-coupling reaction of arylboronic acids with aryl chlorides to provide biaryl compounds. The general procedure includes a detailed description of an appropriate reaction setup, two methods for assaying the crude reaction mixture (GC and TLC) and a procedure for the isolation, purification and characterization of the anticipated product. Reagents and catalyst precursors can be manipulated in the air; however, the cross-coupling reactions must be performed in an inert atmosphere. Two Suzuki-Miyaura reactions are included in the text as representative examples of these procedures. Although the reactions can proceed in less than 5 min, the protocols, including workup, generally take 6-30 h to be completed.

摘要

以下方案描述了一种高活性钯基催化剂体系在芳基硼酸与芳基氯化物的铃木-宫浦交叉偶联反应中用于制备联芳基化合物的应用。一般步骤包括对合适反应装置的详细描述、两种分析粗反应混合物的方法(气相色谱法和薄层色谱法)以及预期产物的分离、纯化和表征步骤。试剂和催化剂前体可在空气中操作;然而,交叉偶联反应必须在惰性气氛中进行。文中包含两个铃木-宫浦反应作为这些步骤的代表性示例。尽管反应可在不到5分钟内完成,但包括后处理在内的整个方案通常需要6至30小时才能完成。

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