Concepedia

IBX Amides: A New Family of Hypervalent Iodine Reagents

Viktor V. Zhdankin, Alexey Y. Koposov, Brian C. Netzel, N. V. Yashin, Brian P. Rempel, Michael J. Ferguson, Rik R. Tykwinski

Angewandte Chemie International Edition · 2003 · 87 citations · 21 references

DOI

Concepts

Abstract

Amides of 2-iodoxybenzoic acid (IBX amides, 1) are a new class of pentavalent iodine compounds with a pseudo-benziodoxole structure. These 2-iodoxybenzamides are useful reagents for the oxidation of alcohols, with a reactivity pattern similar to IBX (R=CH(CH3)CO2CH3 or CH(CH2Ph)CO2CH3 (in crystal structure shown)).

References

21

Modulation of the Reactivity Profile of IBX by Ligand Complexation: Ambient Temperature Dehydrogenation of Aldehydes and Ketones to α,β-Unsaturated Carbonyl Compounds

K. C. Nicolaou, Tamsyn Montagnon, Phil S. Baran · Angewandte Chemie International Edition · 2002 · 277 citations · Full text

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Iodine(V) Reagents in Organic Synthesis. Part 3. New Routes to Heterocyclic Compounds via <i>o</i>-Iodoxybenzoic Acid-Mediated Cyclizations:  Generality, Scope, and Mechanism

K. C. Nicolaou, Phil S. Baran, Yong‐Li Zhong et al. · Journal of the American Chemical Society · 2002 · 262 citations

, , +17

Oxidation of Silyl Enol Ethers by Using IBX and IBX⋅N-Oxide Complexes: A Mild and Selective Reaction for the Synthesis of Enones

K. C. Nicolaou, David Gray, Tamsyn Montagnon et al. · Angewandte Chemie International Edition · 2002 · 249 citations

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IBX—New Reactions with an Old Reagent

Thomas Wirth · Angewandte Chemie International Edition · 2001 · 199 citations

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A New Class of Iodonium Ylides Engineered as Soluble Primary Oxo and Nitrene Sources

Dainius Macikenas, Ewa Skrzypczak‐Jankun, John D. Protasiewicz · Journal of the American Chemical Society · 1999 · 183 citations

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