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Synlett 1998; 1998(2): 141-142
DOI: 10.1055/s-1998-1614
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Mild Preparation of Haloarenes by Ipso-Substitution of Arylboronic Acids with N-Halosuccinimides

Christoph Thiebes* , Christoph Thiebes1 , G. K. Surya Prakash, Nicos A. Petasis, George A. Olah
  • *Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661, USA
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Publication History

Publication Date:
31 December 2000 (online)

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Aryl and heteroaryl boronic acids react with N-iodosuccinimide and N-bromosuccinimide to give the corresponding iodo- and bromo-arenes in good to excellent yields. The reaction is usually highly regioselective and yields only the ipso-substituted product. Esters of arylboronic acids react similarly, but less readily.

iodination - bromination - haloarenes - arylboronic acids - N-halosuccinimides - ipso-substitution

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