Issue 6, 2017
From the journal:

Organic Chemistry Frontiers

Ruthenium-catalyzed meta-selective C–H sulfonation of azoarenes with arylsulfonyl chlorides†

Gang Li, ORCID logo *ab   Xulu Lv,‡ab   Kexiao Guo,‡ab   Ya Wang,ab   Suling Yang,ab   Liuyang Yu,ab   Yantang Yuab  and  Junjie Wang*ab  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Anyang Normal University, Anyang 455002, P. R. China
Fax: (+86)-0372-2900040

b Henan Province Key Laboratory of New Optoelectronic Functional Materials, Anyang Normal University, Anyang 455002, PR China
E-mail: ligang@aynu.edu.cn, wjjaysy@163.com

Abstract

We have developed meta-selective CAr–H bond sulfonation of azoarenes with aryl sulfonyl chloride in the presence of the [Ru(p-cymene)Cl2]2 catalyst. Further reduction of the desired product provided a meta-sulfonated aromatic amine. Preliminary mechanistic studies indicated that the meta-sulfonation of azoarenes might involve an electrophilic aromatic substitution (SEAr) directed by the CAr–Ru σ-bond.

Graphical abstract: Ruthenium-catalyzed meta-selective C–H sulfonation of azoarenes with arylsulfonyl chlorides

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Article information

DOI
https://doi.org/10.1039/C7QO00004A
Article type
Research Article
Submitted
02 Jan 2017
Accepted
20 Feb 2017
First published
22 Feb 2017

Org. Chem. Front., 2017,4, 1145-1148

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Ruthenium-catalyzed meta-selective C–H sulfonation of azoarenes with arylsulfonyl chlorides

G. Li, X. Lv, K. Guo, Y. Wang, S. Yang, L. Yu, Y. Yu and J. Wang, Org. Chem. Front., 2017, 4, 1145 DOI: 10.1039/C7QO00004A

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