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N-杂环卤化物与芳基或杂芳基镁试剂之间实用的铁和钴催化交叉偶联反应。

Practical Iron- and Cobalt-Catalyzed Cross-Coupling Reactions between N-Heterocyclic Halides and Aryl or Heteroaryl Magnesium Reagents.

作者信息

Kuzmina Olesya M, Steib Andreas K, Fernandez Sarah, Boudot Willy, Markiewicz John T, Knochel Paul

机构信息

Department of Chemistry, Ludwig-Maximilians-Universität, Butenandtstr. 5-13, 81377 Munich (Germany).

出版信息

Chemistry. 2015 May 26;21(22):8242-9. doi: 10.1002/chem.201500747. Epub 2015 Apr 20.

DOI:10.1002/chem.201500747
PMID:25899175
Abstract

The reaction scope of iron- and cobalt-catalyzed cross-coupling reactions in the presence of isoquinoline (quinoline) in the solvent mixture tBuOMe/THF has been further investigated. Various 2-halogenated pyridine, pyrimidine, and triazine derivatives were arylated under these mild conditions in excellent yields. The presence of isoquinoline allows us to perform Fe-catalyzed cross-coupling reactions between 6-chloroquinoline and aryl magnesium reagents. Furthermore, it was found that the use of 10% N,N-dimethylquinoline-8-amine increases the yields of some Co-catalyzed cross-coupling reactions with chloropyridines bearing electron-withdrawing substituents.

摘要

在溶剂混合物叔丁基甲醚/四氢呋喃中,在异喹啉(喹啉)存在下,对铁和钴催化的交叉偶联反应的反应范围进行了进一步研究。在这些温和条件下,各种2-卤代吡啶、嘧啶和三嗪衍生物被芳基化,产率优异。异喹啉的存在使我们能够进行铁催化的6-氯喹啉与芳基镁试剂之间的交叉偶联反应。此外,还发现使用10%的N,N-二甲基喹啉-8-胺可提高一些钴催化的与带有吸电子取代基的氯吡啶的交叉偶联反应的产率。

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