Citation: Chen Qianwen, Yang Yaocheng, Wang Xia, Zhang Qian, Li Dong. Hypervalent Iodine Reagent-Mediated C(5) C-H Nucleophilic Fluorination of 8-Aminoqunolines[J]. Chinese Journal of Organic Chemistry, ;2020, 40(2): 454-461. doi: 10.6023/cjoc201907046 shu

Hypervalent Iodine Reagent-Mediated C(5) C-H Nucleophilic Fluorination of 8-Aminoqunolines

College of Materials and Chemical Engineering, Hubei University of Technology, Wuhan 430068

Corresponding author: Li Dong, dongli@mail.hbut.edu.cn
Received Date: 28 July 2019
Revised Date: 19 September 2019
Available Online: 12 February 2019
Fund Project: the Innovation and Entrepreneurship Training Program No.201610500005Project supported by the National Natural Science Foundation of China No. 21702054Project supported by the National Natural Science Foundation of China (No. 21702054) and the Innovation and Entrepreneurship Training Program (No.201610500005)

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The C(5) C-H fluorination of 8-aminoqunolines has attracted much attention recently. However, transition-metal catalyst and electrophilic fluorination reagents were required in most of these reactions. Transition-metal catalyst free C(5) C-H nucleophilic fluorination of 8-aminoqunolines was reviewed. This reaction was mediated by a hypervalent iodine reagent and employed cheap, safe and stable silver fluoride as the nucleophilic fluorination reagent. The reaction proceeded without inert gas protection. It possess the merits of simple and mild reaction conditions, easy operation, high regioselectivity and wide substrate scope and provides a novel method for fluorination of quinolines with potential application value.
- hypervalent iodine,
- 8-aminoqunoline,
- nucleophilic fluorination,
- silver fluoride
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