Literature DB >> 21271626

2-Iodoxybenzoic acid--a simple oxidant with a dazzling array of potential applications.

Alexander Duschek1, Stefan F Kirsch.   

Abstract

Since its discovery by Christoph Hartmann and Victor Meyer in 1893, 2-iodoxybenzoic acid (IBX) has emerged as a rather ubiquitous oxidant for organic synthesis. The past decade has seen the development of a large variety of applications that go far beyond the simple oxidation of alcohols. This Review is concerned with the synthetic potential of IBX, with particular emphasis on uncommon reactivity patterns and novel fields of application.
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Year:  2011        PMID: 21271626     DOI: 10.1002/anie.201000873

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

1.  Selective oxidation of benzylic and allylic alcohols using Mn(OAc)3/catalytic 2,3-dichloro-5,6-dicyano-1,4-benzoquinone.

Authors:  Casey C Cosner; Pablo J Cabrera; Katherine M Byrd; Asia M Adams Thomas; Paul Helquist
Journal:  Org Lett       Date:  2011-03-11       Impact factor: 6.005

2.  Oxidation of Electron-Deficient Phenols Mediated by Hypervalent Iodine(V) Reagents: Fundamental Mechanistic Features Revealed by a Density Functional Theory-Based Investigation.

Authors:  Mona Jalali; Alex C Bissember; Brian F Yates; Sarah E Wengryniuk; Alireza Ariafard
Journal:  J Org Chem       Date:  2021-08-19       Impact factor: 4.198

3.  Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions.

Authors:  Michael A Mercadante; Christopher B Kelly; James M Bobbitt; Leon J Tilley; Nicholas E Leadbeater
Journal:  Nat Protoc       Date:  2013-03-07       Impact factor: 13.491

4.  Bidentate Nitrogen-Ligated I(V) Reagents, Bi(N)-HVIs: Preparation, Stability, Structure, and Reactivity.

Authors:  Xiao Xiao; Jessica M Roth; Nathaniel S Greenwood; Maria K Velopolcek; Jordan Aguirre; Mona Jalali; Alireza Ariafard; Sarah E Wengryniuk
Journal:  J Org Chem       Date:  2021-04-19       Impact factor: 4.198

5.  Preparation and X-ray structure of 2-iodoxybenzenesulfonic acid (IBS) - a powerful hypervalent iodine(V) oxidant.

Authors:  Irina A Mironova; Pavel S Postnikov; Rosa Y Yusubova; Akira Yoshimura; Thomas Wirth; Viktor V Zhdankin; Victor N Nemykin; Mekhman S Yusubov
Journal:  Beilstein J Org Chem       Date:  2018-07-20       Impact factor: 2.883

6.  Recyclable hypervalent-iodine-mediated solid-phase peptide synthesis and cyclic peptide synthesis.

Authors:  Dan Liu; Ya-Li Guo; Jin Qu; Chi Zhang
Journal:  Beilstein J Org Chem       Date:  2018-05-22       Impact factor: 2.883

7.  Recent Advances in the Selective Oxidative Dearomatization of Phenols to o-Quinones and o-Quinols with Hypervalent Iodine Reagents.

Authors:  Xiao Xiao; Sarah E Wengryniuk
Journal:  Synlett       Date:  2021-01-14       Impact factor: 2.454

8.  Elucidating the mechanism of the Ley-Griffith (TPAP) alcohol oxidation.

Authors:  Timothy J Zerk; Peter W Moore; Joshua S Harbort; Sharon Chow; Lindsay Byrne; George A Koutsantonis; Jeffrey R Harmer; Manuel Martínez; Craig M Williams; Paul V Bernhardt
Journal:  Chem Sci       Date:  2017-10-17       Impact factor: 9.825

  8 in total

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