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

doi:10.6023/cjoc201701034

Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1237-1245.DOI: 10.6023/cjoc201701034 Previous Articles Next Articles

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钴催化的8-氨基喹啉C（5）位的苄基化反应

张家恒, 郝新奇, 王正龙, 任常久, 牛俊龙, 宋毛平

郑州大学化学与分子工程学院郑州 450000

收稿日期:2017-01-16 修回日期:2017-02-22 发布日期:2017-03-03
通讯作者: 牛俊龙,宋毛平 E-mail:niujunlong@zzu.edu.cn;mpsong@zzu.edu.cn
基金资助:
国家自然科学基金（Nos.21502173，21272217）、郑州大学优秀青年人才研究基金（No.1521316002）资助项目.

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

Zhang Jiaheng, Hao Xinqi, Wang Zhenglong, Ren Changjiu, Niu Junlong, Song Maoping

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

Received:2017-01-16 Revised:2017-02-22 Published:2017-03-03
Contact: 10.6023/cjoc201701034 E-mail:niujunlong@zzu.edu.cn;mpsong@zzu.edu.cn
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21502173, 21272217), the Outstanding Young Talent Research Fund of Zhengzhou University (No. 1521316002).

1. Cobalt-Catalyzed C-H Benzylation of 8-Aminoquinolines on C(5) Position.PDF(4105KB)

Abstract

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.

Key words: 8-aminoquinoline, benzylation, cobalt, cross-coupling

Cite this article

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]. Chin. J. Org. Chem., 2017, 37(5): 1237-1245.

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钴催化的8-氨基喹啉C（5）位的苄基化反应

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

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