Regioselective nitration of anilines with Fe(NO3)3·9H2O as a promoter and a nitro source

Yang Gao; Yuanyou Mao; Biwei Zhang; Yingying Zhan; Yanping Huo

doi:10.1039/C8OB00841H

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Regioselective nitration of anilines with Fe(NO₃)₃·9H₂O as a promoter and a nitro source†

Yang Gao,

*^a Yuanyou Mao,^a Biwei Zhang,^a Yingying Zhan^a and Yanping Huo*^a

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* Corresponding authors

^a School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou, China
E-mail: gaoyang@gdut.edu.cn

Abstract

An efficient Fe(NO₃)₃·9H₂O promoted ortho-nitration reaction of aniline derivatives has been developed. This reaction may go through a nitrogen dioxide radical (NO₂˙) intermediate, which is generated by the thermal decomposition of iron(III) nitrate. The practicality of the present method using nontoxic and inexpensive iron reagents has been shown by the broad substrate scope and applications.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB00841H
Article type: Communication
Submitted: 10 Apr 2018
Accepted: 03 May 2018
First published: 03 May 2018

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Org. Biomol. Chem., 2018,16, 3881-3884

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Regioselective nitration of anilines with Fe(NO₃)₃·9H₂O as a promoter and a nitro source

Y. Gao, Y. Mao, B. Zhang, Y. Zhan and Y. Huo, Org. Biomol. Chem., 2018, 16, 3881 DOI: 10.1039/C8OB00841H

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Organic & Biomolecular Chemistry