Issue 51, 2019

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

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

Supplementary files

Article information

Article type
Communication
Submitted
09 Apr 2019
Accepted
28 May 2019
First published
29 May 2019

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

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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