Issue 43, 2012
From the journal:

Chemical Communications

Synthesis of phenothiazinesvialigand-free CuI-catalyzed cascade C–S and C–N coupling of aryl ortho-dihalides and ortho-aminobenzenethiols†

Chuan Dai,a   Xiaofei Sun,a   Xingzhao Tu,a   Li Wu,a   Dan Zhana  and  Qingle Zeng*a  

* Corresponding authors

a Institute of Green Catalysis and Synthesis, College of Materials and Chemistry & Chemical Engineering, Chengdu University of Technology, Chengdu 610059, China
E-mail: qinglezeng@hotmail.com

Abstract

A ligand-free CuI-catalyzed cascade C–S and C–N cross coupling of (hetero)aryl ortho-dihalides and ortho-aminobenzenethiols has been developed, and various phenothiazines were synthesized with excellent regioselectivity. A possible mechanism is proposed for the cascade coupling.

Graphical abstract: Synthesis of phenothiazines via ligand-free CuI-catalyzed cascade C–S and C–N coupling of aryl ortho-dihalides and ortho-aminobenzenethiols

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Article information

DOI
https://doi.org/10.1039/C2CC30814B
Article type
Communication
Submitted
04 Feb 2012
Accepted
28 Mar 2012
First published
28 Mar 2012

Chem. Commun., 2012,48, 5367-5369

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Synthesis of phenothiazines via ligand-free CuI-catalyzed cascade C–S and C–N coupling of aryl ortho-dihalides and ortho-aminobenzenethiols

C. Dai, X. Sun, X. Tu, L. Wu, D. Zhan and Q. Zeng, Chem. Commun., 2012, 48, 5367 DOI: 10.1039/C2CC30814B

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