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Synlett 2001; 2001(5): 0565-0581
DOI: 10.1055/s-2001-13349
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Synthetic Uses of Organohypervalent Iodine Compounds Through Radical Pathways

Hideo Togo* , Masashi Katohgi
  • *Graduate School of Science and Technology, Fax 043-290-2874; E-mail: togo@scichem.s.chiba-u.ac.jp
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Publication History

Publication Date:
31 December 2001 (online)

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Hypervalent iodine compounds, especially (diacetoxyiodo)arenes, have been used for the generation of (a) carbon-centered radicals through the decarboxylation of carboxylic acids or the β-cleavage of alcohols, (b) oxygen-centered radicals from alcohols, hemi-acetals, or carboxylic acids, (c) nitrogen-centered radicals from amine derivatives. The radicals were employed for β-fragmentation, oxidative addition and substitution, Barton-type reactions, Hofmann-Löffler-Freytag-type reactions, and reductive addition reactions, and successfully used for functional group transformation, formation of new skeletons and synthesis of natural products.

hypervalent iodine compounds - carbon-centered radicals - oxygen-centered radicals - nitrogen-centered radicals

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