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Synthesis 2011(5): 739-744
DOI: 10.1055/s-0030-1258429
DOI: 10.1055/s-0030-1258429
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New YorkSuperelectrophilic Iodination of Deactivated Arenes with Triiodoisocyanuric Acid
Further Information
Received
9 November 2010
Publication Date:
10 February 2011 (online)
Publication History
Publication Date:
10 February 2011 (online)

Abstract
The reaction of triiodoisocyanuric acid (TICA) with deactivated arenes in acidic medium led to the efficient and regioselective formation of the corresponding iodoarenes, in 55-88% isolated yield. The acidity of the medium was found to be the most important factor influencing the electrophilic iodination of weakly nucleophilic substrates by TICA.
Key words
triiodoisocyanuric acid - iodination - deactivated aromatic compound - iodoarene - electrophilic halogenation
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