Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 21, Pages 7416-7419Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo101227j
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Funding
- Swedish Research Council
- Wenner-Gren Foundations
- Swedish Foundation for International Cooperation in Research and Higher Education (STINT)
- K & A Wallenberg Foundation
- Brazilian Council of Scientific and Technological Development (CNPq)
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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 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.
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