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Synthesis 2012(7): 1074-1078  
DOI: 10.1055/s-0031-1289732
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Convenient Chlorination of Some Special Aromatic Compounds Using N-Chlorosuccinimide

Zongjie Gan¹, Bin Hu¹, Qiao Song, Yungen Xu*
Department of Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, P. R. of China
Fax: +86(25)83271512; e-Mail: xyg@cpu.edu.cn;
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Publication History

Received 23 December 2011
Publication Date:
01 March 2012 (online)

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Abstract

Some chlorinated aromatic compounds, including indole, benzofuran, carbazole, pyridine and aniline derivatives, are difficult to obtain through convenient chlorination. We herein report their efficient synthesis through chlorination with N-chlorosuccinimide (NCS). Optimization of the reaction conditions, including the temperature and the choice of solvent, was also investigated. This approach, which is characterized by a facile procedure, comparatively high yields and environmentally friendly features, provides a straightforward and inexpensive route to several chlorinated aromatic compounds.

Key words

chlorination - N-chlorosuccinimide - indoles - benzofurans - carbazoles - pyridines

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1

These authors contributed equally to this work.