Synthetic uses of organohypervalent iodine compounds through radical pathways

Citation
H. Togo et M. Katohgi, Synthetic uses of organohypervalent iodine compounds through radical pathways, SYNLETT, (5), 2001, pp. 565-581
Citations number
166
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
5
Year of publication
2001
Pages
565 - 581
Database
ISI
SICI code
0936-5214(200105):5<565:SUOOIC>2.0.ZU;2-5
Abstract
Hypervalent iodine compounds, especially (diacetoxyiodo)arenes, have been u sed for the generation of (a) carbon-centered radicals through the decarbox ylation of carboxylic acids or the beta -cleavage of alcohols, (b) oxygen-c entered radicals from alcohols, hemi-acetals, or carboxylic acids, (c) nitr ogen-centered radicals from amine derivatives. The radicals were employed f or beta -fragmentation, oxidative addition and substitution, Barton-type re actions. Hofmann-Loffler-Freytag-type reactions, and reductive addition rea ctions, and successfully used for functional group transformation, formatio n of new skeletons and synthesis of natural products. 1 Introduction 2 Carbon-centered Radicals 3 Oxygen-centered Radicals 4 Nitrogen-centered Radicals 5 Miscellaneous.