Chapter

Hypervalent Iodine Chemistry

Volume 224 of the series Topics in Current Chemistry pp 185-208

Date:

Oxidations and Rearrangements

  • Thomas WirthAffiliated withInstitut für Organische Chemie, Georg-August-UniversitätDepartment of Chemistry, Cardiff University

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Abstract

Oxidations and rearrangements using hypervalent iodine compounds are summarized in this review with emphasis on synthetic applications of these procedures. New reagents and polymer-supported versions are highlighted which facilitate the use of hypervalent iodine compounds in these reactions. Beside the more traditional oxidation of sulfides to sulfoxides and of alcohols to the corresponding ketones, the functionalization of activated carbon-hydrogen bonds in the oxidation in carbonyl compounds and the functionalization of only slightly activated carbon-hydrogen bonds in benzylic positions are discussed. New rearrangements using hypervalent iodine compounds are finally mentioned.

Keywords

Hypervalent iodine Oxidation Polymer-supported reagents Rearrangement