4,4′-Bis(dichloroiodo)biphenyl and 3-(Dichloroiodo)benzoic Acid: New Recyclable Hypervalent Iodine Reagents for Vicinal Halomethoxylation of Unsaturated Compounds

Mehman S. Yusubov; Larisa A. Drygunova; Viktor V. Zhdankin

doi:10.1055/s-2004-831175

PAPER

4,4′-Bis(dichloroiodo)biphenyl and 3-(Dichloroiodo)benzoic Acid: New Recyclable Hypervalent Iodine Reagents for Vicinal Halomethoxylation of Unsaturated Compounds

Mehman S. Yusubov*^a,b, Larisa A. Drygunova^b, Viktor V. Zhdankin^c
^a The Siberian Medical State University, 2 Moskovsky trakt, 634050 Tomsk, Russia
^b Tomsk Polytechnic University, 30 Lenin st., 634050 Tomsk, Russia
^c Department of Chemistry, University of Minnesota Duluth, Duluth, MN 55812, USA
e-Mail: yusubov@mail.ru;

Abstract

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Abstract

4,4′-Bis(dichloroiodo)biphenyl and 3-(dichloroiodo)benzoic acid are convenient recyclable hypervalent iodine reagents for vicinal chloromethoxylation or iodomethoxylation of unsaturated compounds. The reactivity of these reagents in the reaction of vicinal halomethoxylation is generally similar to dichloroiodobenzene and the advantage of their use is that the reduced forms of these reagents can be easily separated from the reaction mixture and reused for the regeneration of the reagents.

Key words

hypervalent iodine - halogens - electrophilic additions - oxidations - alkenes

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References

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