Mixed Directing-Group Strategy: Oxidative C−H/C−H Bond Arylation of Unactivated Arenes by Cobalt Catalysis

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• 作者：Cong Du ; Peng-Xiang Li ; Dr. Xinju Zhu ; Jian-Feng Suo ; Dr. Jun-Long Niu and Prof. Mao-Ping Song
• 刊名：Angewandte Chemie
• 出版年：2016
• 出版时间：October 17, 2016
• 年：2016
• 卷：128
• 期：43
• 页码：13769-13773
• 全文大小：643K
• ISSN：1521-3757

文摘

A mixed directing-group strategy for inexpensive [Co(acac)₃]-catalyzed oxidative C−H/C−H bond arylation of unactivated arenes has been disclosed. This strategy enables the arylation of a wide range of benzamide and arylpyridines effectively to afford novel bifunctionalized biaryls, which are difficult to achieve by common synthetic routes. Two different pathways, namely, a single-electron-transmetalation process (8-aminoquinoline-directed) and a concerted metalation–deprotonation process (pyridine-directed), were involved to activate two different inert aromatic C−H bonds. Moreover, the aryl radicals have been trapped by 2,6-di-tert-butyl-4-methylphenol to form benzylated products. This unique strategy should be useful in the design of other arene C−H/C−H cross-couplings as well.