Synthesis 2004(14): 2289-2292  
DOI: 10.1055/s-2004-831175
PAPER
© Georg Thieme Verlag Stuttgart · New York

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. Drygunovab, Viktor V. Zhdankinc
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;
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Publikationsverlauf

Received 12 May 2004
Publikationsdatum:
19. August 2004 (online)

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.