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

doi:10.6023/cjoc201907046

Abstract

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.

Key words: hypervalent iodine, 8-aminoqunoline, nucleophilic fluorination, silver fluoride

Cite this article

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.

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高价碘试剂介导的8-氨基喹啉C(5)位碳-氢键亲核氟化反应