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Rearrangements Induced by Hypervalent Iodine

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Hypervalent Iodine Chemistry

Part of the book series: Topics in Current Chemistry ((TOPCURRCHEM,volume 373))

Abstract

This chapter describes advances in hypervalent iodine(III)-induced rearrangements reported between 2004 and 2015, beginning with Hofmann-type rearrangements and aliphatic aryl transpositions. In both reactions the iodine(III) reagent may be off-the-shelf or catalytically generated in situ. A number of stereoselective transformations are discussed, followed by transpositions triggered through phenol dearomatization, including Wagner–Meerwein-type rearrangements, Prins-pinacol transpositions, and a tandem polycylization-pinacol process. Other rearrangements such as an iodonio-Claisen rearrangement, an ipso-rearrangement, and rearrangements performed using iodine(V) are also described.

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Authors and Affiliations

  1. Laboratoire de Méthodologies et Synthèse de Produits Naturels, Université du Québec à Montréal, C.P. 8888, Succ. Centre-Ville, Montréal, H3C 3P8, Québec, Canada

    Gaëtan Maertens & Sylvain Canesi

Authors
  1. Gaëtan Maertens
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  2. Sylvain Canesi
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Corresponding author

Correspondence to Sylvain Canesi .

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Editors and Affiliations

  1. School of Chemistry, Cardiff University , Cardiff, United Kingdom

    Thomas Wirth

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Maertens, G., Canesi, S. (2015). Rearrangements Induced by Hypervalent Iodine. In: Wirth, T. (eds) Hypervalent Iodine Chemistry. Topics in Current Chemistry, vol 373. Springer, Cham. https://doi.org/10.1007/128_2015_657

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