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Synthesis 2004(14): 2289-2292
DOI: 10.1055/s-2004-831175
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
Further Information
Received
12 May 2004
Publication Date:
19 August 2004 (online)
Publication History
Publication Date:
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.
Key words
hypervalent iodine - halogens - electrophilic additions - oxidations - alkenes
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