The Acid Mediated Reaction of Bis(pyridine)iodonium(I) Tetrafluoroborate with Aromatic Compounds. A Selective and Truly General Iodination Method
- Barluenga, J. 1
- González, J.M. 1
- García-Martín, M.A. 1
- Campos, P.J. 2
- Asensio, G. 3
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1
Universidad de Oviedo
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2
Universidad de La Rioja
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3
Universitat de València
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ISSN: 0022-3263
Year of publication: 1993
Volume: 58
Issue: 8
Pages: 2058-2060
Type: Article
More publications in: Journal of Organic Chemistry
Abstract
Reaction of aromatic compounds with bis(pyridine)iodonium(I) tetrafluoroborate (IPy2BF4) in the presence of HBF4 or CF3SO3H in CH2Cl2 at room temperature furnishes monoiodo derivatives with excellent regioselectivity and yields. Use of either acid gives comparable results with activated aromatics, whereas CF3SO3H is much more effective in the iodination of deactivated aromatics. © 1993 American Chemical Society.