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Oxidative Iodination of Deactivated Arenes in Concentrated Sulfuric Acid with I2/NaIO4 and KI/NaIO4 Iodinating Systems

Lukasz Kraszkiewicz, Maciej Sosnowski, Lech Skulski*

*Chair and Laboratory of Organic Chemistry, Faculty of Pharmacy, Medical University of Warsaw, 1 Banacha Street, 02-097 Warsaw, Poland, Email: lechskulskiyahoo.com

L. Kraszkiewicz, M. Sosnowski, L. Skulski, Synthesis, 2006, 1195-1199.

DOI: 10.1055/s-2006-926374


Abstract

Deactivated arenes were mono- or diiodinated with strong electrophilic I+ reagents, which were prepared from NaIO4 and either I2 or KI in concentrated sulfuric acid, using either a ‘direct’ or an ‘inverse’ method of aromatic iodination to give mono- or diiodinated pure products in good yields.


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Key Words

iodoarenes, deactivated arenes, iodine, potassium iodide, sodium periodate, direct oxidative iodination


ID: J66-Y2006-1090