Synlett 2005(18): 2837-2842  
DOI: 10.1055/s-2005-918919
LETTER
© Georg Thieme Verlag Stuttgart · New York

Lewis Acid Catalyzed Highly Selective Halogenation of Aromatic Compounds

Yanhua Zhang, Kazutaka Shibatomi, Hisashi Yamamoto*
Department of Chemistry, The University of Chicago, 5735 S. Ellis Avenue, Chicago, IL 60637, USA
Fax: +1(773)7020805; e-Mail: yamamoto@uchicago.edu;
Further Information

Publication History

Received 7 July 2005
Publication Date:
10 October 2005 (online)

Abstract

A simple and efficient procedure for the halogenation of aromatic compounds with NCS, NBS, NIS and NFSI in the presence of catalytic amount of ZrCl4 is described. Chlorination, bromination, iodination and fluorination of various aromatic compounds are performed with high selectivity under mild reaction conditions.

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Structure of the product was determined by comparison of 1H NMR and 13C NMR with reported data.