Facile synthesis of Koser's reagent and derivatives from iodine or aryl iodides
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
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.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-54359DOI: 10.1021/jo101227jOAI: oai:DiVA.org:su-54359DiVA: diva2:393447
FunderSwedish Research Council, 621-2008-3709Knut and Alice Wallenberg Foundation