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镍催化芳基锌试剂与氮杂芳烃的反应:一种实现缺电子杂芳族化合物C-H键芳基化的直接方法。

Nickel-catalyzed reaction of arylzinc reagents with N-aromatic heterocycles: a straightforward approach to C-H bond arylation of electron-deficient heteroaromatic compounds.

作者信息

Tobisu Mamoru, Hyodo Isao, Chatani Naoto

机构信息

Frontier Research Base for Global Young Researchers, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

出版信息

J Am Chem Soc. 2009 Sep 2;131(34):12070-1. doi: 10.1021/ja9053509.

DOI:10.1021/ja9053509
PMID:19663443
Abstract

The reaction of electron-deficient N-heteroaromatic compounds, such as pyridines and quinolines, with arylzinc reagents in the presence of a catalytic amount of a nickel complex affords the arylated products. The reaction is likely to proceed through a formal nucleophilic 1,2-addition, thus exhibiting a reactivity complementary to conventional direct arylation through electrophilic substitution.

摘要

缺电子的氮杂芳族化合物(如吡啶和喹啉)在催化量的镍配合物存在下与芳基锌试剂反应,可得到芳基化产物。该反应可能通过形式上的亲核1,2-加成进行,因此表现出与通过亲电取代的传统直接芳基化互补的反应活性。

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