Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 18, Issue 10, Pages 2931-2937Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201103061
Keywords
arylation; gold; homogeneous catalysis; hypervalent iodine; styrenes
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Funding
- EPSRC [EP/G036764/1]
- AstraZeneca
- GlaxoSmithKline
- Novartis
- Pfizer
- Syngenta
- University of Bristol
- Royal Society Wolfson Research
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1-Hydroxy-1,2-benziodoxol-3(1H)-one (IBA) is an efficient terminal oxidant for gold-catalysed, three-component oxyarylation reactions. The use of this iodine(III) reagent expands the scope of oxyarylation to include styrenes and gem-disubstituted olefins, substrates that are incompatible with the previously reported Selectfluor-based methodology. Diverse arylsilane coupling partners can be employed, and in benzotrifluoride, homocoupling is substantially reduced. In addition, the IBA-derived co-products can be recovered and recycled.
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