Citation: Zhang Jiaheng, Hao Xinqi, Wang Zhenglong, Ren Changjiu, Niu Junlong, Song Maoping. Cobalt-Catalyzed C-H Benzylation of 8-Aminoquinolines on C(5) Position[J]. Chinese Journal of Organic Chemistry, ;2017, 37(5): 1237-1245. doi: 10.6023/cjoc201701034 shu

Cobalt-Catalyzed C-H Benzylation of 8-Aminoquinolines on C(5) Position

College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450000

Corresponding author: Niu Junlong, niujunlong@zzu.edu.cn Song Maoping, mpsong@zzu.edu.cn
Received Date: 16 January 2017
Revised Date: 22 February 2017

Fund Project: by the National Natural Science Foundation of China 21502173by the National Natural Science Foundation of China 21272217the Outstanding Young Talent Research Fund of Zhengzhou University 1521316002

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The first cobalt-catalyzed benzylation of aminoquinolines on C(5) position has been developed. The C(sp²)-H/ C(sp³)-H cross-coupling of quinolineamides and butylated hydroxytoluene (BHT) could yield the desired products via bidentate-chelation assistance. Under the optimal reaction condition of Co(OAc)₂·4H₂O (20 mol%), AgTFA (2.0 equiv.), 120 ℃ for 12 h, the reaction is compatible with a wide range of quinoline substrates. This protocol provides a facile access to the benzyl substituted quinolines.
- 8-aminoquinoline,
- benzylation,
- cobalt,
- cross-coupling
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