Issue 51, 2019
From the journal:

Chemical Communications

Metal-free C–H amination of arene with N-fluorobenzenesulfonimide catalysed by nitroxyl radicals at room temperature†

Qi Miao,a   Zhong Shao,a   Cuiying Shi,a   Lifang Ma,a   Fang Wang,a   Ruoqi Fu,a   Haochen Gaoa  and  Ziyuan Li ORCID logo *a  

* Corresponding authors

a Department of Pharmaceutical and Biological Engineering, School of Chemical Engineering, Sichuan University, Chengdu 610065, China
E-mail: liziyuan@scu.edu.cn

Abstract

A TEMPO-catalysed direct amination of arene through C–H bond cleavage employing N-fluorobenzenesulfonimide (NFSI) as the amination reagent in good to excellent yields with broad arene scope in the absence of any metal, ligand or additive is reported. Unlike previous transition metal-catalysed aminations in which high reaction temperatures are usually necessary, this novel reaction at room temperature is the first example of C–H amination with NFSI that is realised via organocatalysis. The probable mechanism of this concise amination is also proposed.

Graphical abstract: Metal-free C–H amination of arene with N-fluorobenzenesulfonimide catalysed by nitroxyl radicals at room temperature

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Article information

DOI
https://doi.org/10.1039/C9CC02739D
Article type
Communication
Submitted
09 Apr 2019
Accepted
28 May 2019
First published
29 May 2019

Chem. Commun., 2019,55, 7331-7334

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Metal-free C–H amination of arene with N-fluorobenzenesulfonimide catalysed by nitroxyl radicals at room temperature

Q. Miao, Z. Shao, C. Shi, L. Ma, F. Wang, R. Fu, H. Gao and Z. Li, Chem. Commun., 2019, 55, 7331 DOI: 10.1039/C9CC02739D

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