Tetrahedron

Easy, inexpensive and effective oxidative iodination of deactivated arenes in sulfuric acid

L Kraszkiewicz, M Sosnowski, L Skulski

Index: Kraszkiewicz, Lukasz; Sosnowski, MacIej; Skulski, Lech Tetrahedron, 2004 , vol. 60, # 41 p. 9113 - 9119

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Citation Number: 36

Abstract

Two 'model'deactivated arenes, benzoic acid and nitrobenzene, were effectively monoiodinated within 1h at 25–30° C, with strongly electrophilic I+ reagents, prior prepared from diiodine and various oxidants (CrO3, KMnO4, active MnO2, HIO3, NaIO3, or NaIO4) in 90%(v/v) concd sulfuric acid (ca. 75mol% H2SO4). Next, an I2/NaIO3/90%(v/v) concd H2SO4 exemplary system was used to effectively mono-or diiodinate a number of ...

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