General Papers ARKIVOC 2006 (ix) 26-58
Hypervalent iodine(V) reagents in organic synthesis
Uladzimir Ladziata and Viktor V. Zhdankin*
Department of Chemistry and Biochemistry, University of Minnesota Duluth, Duluth, Minnesota 55812 E-mail: vzhdanki@d.umn.edu
Abstract
This review summarizes the synthetic applications of hypervalent iodine(V) reagents: iodylbenzene, IBX (2-iodoxybenzoic acid), DMP (Dess-Martin periodinane) and pseudocyclic IBX analogs. Application of these reagents allows mild and highly selective oxidative transformations in a facile and environmentally friendly manner.
Keywords: Hypervalent iodine, oxidation, iodylbenzene, IBX, DMP
Contents
1. Introduction 2. Iodylbenzene and other noncyclic reagents 3. Five-membered iodine(V) heterocycles: benzoiodoxole oxides 3.1 IBX and analogous reagents 3.2 Dess-Martin periodinane 4. Pseudocyclic iodine(V) reagents 4.1 Pseudo-benziodoxoles 4.2 Pseudo-benziodoxazines 1. Introduction In the past decade, the organic chemistry of hypervalent iodine compounds has experienced an immense development. This growing interest in iodine compounds is due to the mild and highly chemoselective oxidizing properties of polyvalent organic iodine reagents, combined with their benign environmental character and commercial availability. A variety of new chemical
* To whom correspondence should be addressed. Tel.: +218-726-6902; Fax: +218-726-7394; e-mail: vzhdanki@d.umn.edu ISSN 1424-6376 Page 26 ©ARKAT
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