Advances in Synthetic Applications of Hypervalent Iodine Compounds

Akira Yoshimura, Viktor Zhdankin

Research output: Contribution to journalReview articlepeer-review

1323 Scopus citations


The preparation, structure, and chemistry of hypervalent iodine compounds are reviewed with emphasis on their synthetic application. Compounds of iodine possess reactivity similar to that of transition metals, but have the advantage of environmental sustainability and efficient utilization of natural resources. These compounds are widely used in organic synthesis as selective oxidants and environmentally friendly reagents. Synthetic uses of hypervalent iodine reagents in halogenation reactions, various oxidations, rearrangements, aminations, C-C bond-forming reactions, and transition metal-catalyzed reactions are summarized and discussed. Recent discovery of hypervalent catalytic systems and recyclable reagents, and the development of new enantioselective reactions using chiral hypervalent iodine compounds represent a particularly important achievement in the field of hypervalent iodine chemistry. One of the goals of this Review is to attract the attention of the scientific community as to the benefits of using hypervalent iodine compounds as an environmentally sustainable alternative to heavy metals.

Original languageEnglish (US)
Pages (from-to)3328-3435
Number of pages108
JournalChemical Reviews
Issue number5
StatePublished - Mar 9 2016

Bibliographical note

Funding Information:
The work described in this Review was supported by research grants from the National Science Foundation (CHE-035354, 0702734, 1009038, 1262479).


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