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- Title
Mixed Directing-Group Strategy: Oxidative C−H/C−H Bond Arylation of Unactivated Arenes by Cobalt Catalysis.
- Authors
Du, Cong; Li, Peng‐Xiang; Zhu, Xinju; Suo, Jian‐Feng; Niu, Jun‐Long; Song, Mao‐Ping
- Abstract
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.
- Subjects
ARYLATION; OXIDATIVE coupling; AROMATIC compounds; COBALT catalysts; PROTON transfer reactions
- Publication
Angewandte Chemie International Edition, 2016, Vol 55, Issue 43, p13571
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201607719