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Facile synthesis of Koser's reagent and derivatives from iodine or aryl iodides
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2010 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 75, no 21, 7416-7419 p.Article in journal (Refereed) Published
Abstract [en]

The first one-pot synthesis of neutral and electron-rich [hydroxy(tosyloxy)iodo]arenes (HTIBs) from iodine and arenes is presented, thereby avoiding the need for expensive iodine(III) precursors. A large set of HTIBs, including a polyfluorinated analogue, can be obtained from the corresponding aryl iodide under the same conditions. The reaction proceeds under mild conditions, without excess reagents, and is fast and high-yielding. Together, the two presented routes give access to a wide range of HTIBs, which are useful reagents in a variety of synthetic transformations.

Place, publisher, year, edition, pages
2010. Vol. 75, no 21, 7416-7419 p.
National Category
Organic Chemistry
Research subject
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-54359DOI: 10.1021/jo101227jOAI: oai:DiVA.org:su-54359DiVA: diva2:393447
Funder
Swedish Research Council, 621-2008-3709Knut and Alice Wallenberg Foundation
Available from: 2011-01-31 Created: 2011-01-31 Last updated: 2017-12-11Bibliographically approved

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