Issue 10, 2016
From the journal:

Organic Chemistry Frontiers

Copper-catalyzed 8-amido chelation-induced regioselective C–H fluoroalkylation of quinolines†

Li-Kun Jin,a   Guo-Ping Lua  and  Chun Cai*ab  

* Corresponding authors

a Chemical Engineering College, Nanjing University of Science and Technology, 200 Xiao Ling Wei, Nanjing 210094, People's Republic of China
E-mail: c.cai@njust.edu.cn

b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 20032, People's Republic of China

Abstract

An efficient and highly regioselective protocol for copper(II)-catalyzed remote C–H fluoroalkylation of 8-aminoquinoline amides with RfSO2Na (Rf = CF3, CF2H, C4F9, C5F11, and C6F13) is described. This reaction provides an effective strategy for the direct construction of fluorine-containing six-membered heteroaromatic core structures.

Graphical abstract: Copper-catalyzed 8-amido chelation-induced regioselective C–H fluoroalkylation of quinolines

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Article information

DOI
https://doi.org/10.1039/C6QO00369A
Article type
Research Article
Submitted
19 Jul 2016
Accepted
12 Aug 2016
First published
12 Aug 2016

Org. Chem. Front., 2016,3, 1309-1313

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Copper-catalyzed 8-amido chelation-induced regioselective C–H fluoroalkylation of quinolines

L. Jin, G. Lu and C. Cai, Org. Chem. Front., 2016, 3, 1309 DOI: 10.1039/C6QO00369A

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