Literature DB >> 16311811

A practical synthesis of a high-loading solid-supported IBX amide for the oxidation of alcohols.

Patrick Lecarpentier1, Stefano Crosignani, Bruno Linclau.   

Abstract

A straightforward three-step synthesis of a solid-supported IBX amide resin was achieved using inexpensive and commercially available 2-iodobenzoic acid chloride and Merrifield resin. A high apparent loading of 0.63 mmol g(-1) was obtained. Oxidation of a range of alcohols to the corresponding carbonyl compounds proved very straightforward using 1.2 equiv of the resin. Recycling of the resin was also possible with minimal loss of activity after two reoxidations.

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Year:  2005        PMID: 16311811     DOI: 10.1007/s11030-005-8105-2

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  5 in total

1.  Oxidizing Polymers: A Polymer-Supported, Recyclable Hypervalent Iodine(V) Reagent for the Efficient Conversion of Alcohols, Carbonyl Compounds, and Unsaturated Carbamates in Solution J.R. gratefully acknowledges generous support from Prof. M. E. Maier, Tübingen, the Strukturfonds of the University of Tübingen, the Fonds der Chemischen Industrie, and the DFG. We thank Graeme Nicholson, Dietmar Schmid, and Daniel Bischoff for analytical support.

Authors:  Gerhard Sorg; Anne Mengel; Günther Jung; Jörg Rademann
Journal:  Angew Chem Int Ed Engl       Date:  2001-12-03       Impact factor: 15.336

2.  IBX amides: a new family of hypervalent iodine reagents.

Authors:  Viktor V Zhdankin; Alexey Y Koposov; Brian C Netzel; Nikolai V Yashin; Brian P Rempel; Michael J Ferguson; Rik R Tykwinski
Journal:  Angew Chem Int Ed Engl       Date:  2003-05-16       Impact factor: 15.336

3.  [ROENTGEN CONTRAST MEDIA. 6. IODINATED DERIVATIVES OF 3-AMINOMETHYLBENZOIC ACID].

Authors:  E FELDER; D PITRE; L FUMAGALLI
Journal:  Helv Chim Acta       Date:  1965-01-02       Impact factor: 2.164

4.  Mild oxidation of alcohols with O-iodoxybenzoic acid (IBX) in ionic liquid 1-butyl-3-methyl-imidazolium chloride and water.

Authors:  Zhi Liu; Zhen-Chu Chen; Qin-Guo Zheng
Journal:  Org Lett       Date:  2003-09-04       Impact factor: 6.005

5.  A simple and advantageous protocol for the oxidation of alcohols with O-iodoxybenzoic acid (IBX).

Authors:  Jesse D More; Nathaniel S Finney
Journal:  Org Lett       Date:  2002-08-22       Impact factor: 6.005

  5 in total
  1 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

  1 in total

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