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通过铑催化的直接C-H芳基化实现芳基硼酸与芳烃的氧化偶联。

Oxidative coupling of arylboronic acids with arenes via Rh-catalyzed direct C-H arylation.

作者信息

Vogler Thomas, Studer Armido

机构信息

Fachbereich Chemie, Organisch-Chemisches Institut, Westfälische Wilhelms-Universität, Corrensstrasse 40, 48149 Münster, Germany.

出版信息

Org Lett. 2008 Jan 3;10(1):129-31. doi: 10.1021/ol702659a. Epub 2007 Dec 12.

DOI:10.1021/ol702659a
PMID:18072783
Abstract

Oxidative coupling of three different arenes and a thiophene derivative with various arylboronic acids was achieved with a [RhCl(C2H4)2]2/P[p-(CF3)C6H4]3 catalyst system. Commercially available 2,2,6,6-tetramethylpiperidine-N-oxyl radical (TEMPO) was used as a stoichiometric oxidant. A 2-pyridyl group and an imine functional group served as ortho-directing groups to mediate the direct C-H arylation by a Rh complex. Moderate to excellent yields were obtained for the coupling reactions.

摘要

使用[RhCl(C₂H₄)₂]₂/P[p-(CF₃)C₆H₄]₃催化剂体系实现了三种不同芳烃和一种噻吩衍生物与各种芳基硼酸的氧化偶联反应。使用市售的2,2,6,6-四甲基哌啶-N-氧基自由基(TEMPO)作为化学计量的氧化剂。2-吡啶基和亚胺官能团作为邻位导向基团,通过Rh配合物介导直接C-H芳基化反应。偶联反应获得了中等至优异的产率。

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