Issue 1, 2011

Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions

Abstract

In the last decades, hypervalent iodine reagents have raised from chemical curiosities to mainstream reagents in organic synthesis. The use of benziodoxole-derived reagents has been especially successful in oxidation methods, whereas non-cyclic iodinanes have been used both for oxidation and atom-transfer reactions. On the other hand, the exceptional properties of benziodoxole reagents for atom-transfer reactions have only started to attract the attention of the synthetic community more recently. In this review, progress in the use of these compounds for C–X and C–C bond formations will be presented. In particular, recent breakthroughs in trifluoromethylation and alkynylation reactions have been realized since 2006 based on benziodoxole-derived reagents and these results are the main focus of this article.

Graphical abstract: Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions

Article information

Article type
Feature Article
Submitted
30 Jun 2010
Accepted
04 Aug 2010
First published
27 Aug 2010

Chem. Commun., 2011,47, 102-115

Benziodoxole-based hypervalent iodine reagents for atom-transfer reactions

J. P. Brand, D. F. González, S. Nicolai and J. Waser, Chem. Commun., 2011, 47, 102 DOI: 10.1039/C0CC02265A

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