Issue 41, 2015
From the journal:

RSC Advances

Metal-free regioselective C-3 nitration of quinoline N-oxides with tert-butyl nitrite†

Jingjing Zhao,ab   Pan Li,a   Chungu Xiaa  and  Fuwei Li*a  

* Corresponding authors

a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, China
E-mail: fuweili@licp.cas.cn
Fax: +86-931-4968129

b Graduate University of Chinese Academy of Sciences, Beijing, China

Abstract

A direct and eco-friendly nitration methodology to synthesize 3-nitroquinoline N-oxides from quinoline N-oxides using tert-butyl nitrite as both the nitro source and oxidant has been developed. Although this reaction undergoes a free radical process, it exhibits high regioselectivity and can be smoothly scaled up to gram scale.

Graphical abstract: Metal-free regioselective C-3 nitration of quinoline N-oxides with tert-butyl nitrite

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Article information

DOI
https://doi.org/10.1039/C5RA04632G
Article type
Communication
Submitted
16 Mar 2015
Accepted
31 Mar 2015
First published
01 Apr 2015

RSC Adv., 2015,5, 32835-32838

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Metal-free regioselective C-3 nitration of quinoline N-oxides with tert-butyl nitrite

J. Zhao, P. Li, C. Xia and F. Li, RSC Adv., 2015, 5, 32835 DOI: 10.1039/C5RA04632G

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