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Selectfluor F-TEDA-BF4 mediated and solvent directed iodination of aryl alkyl ketones using elemental iodine
Stojan Stavber1, Marjan Jereb, Marko Zupan
1Laboratory for Organic and Bioorganic Chemistry, Jozef Stefan Institute, Department of Chemistry, University of Ljubljana, Jamova 39, 1000 Ljubljana, Slovenia. stojan.stavber@ijs.si
Chemical Communications (Cambridge, England)
|July 18, 2002
Abstract:
Reactions of aryl alkyl ketones with methanol solution of elemental iodine and 1-fluoro-4-chloromethyl-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor F-TEDA-BF4) result in the formation of corresponding alpha-iodo ketones, while switch over of the regioselectivity can be directed by using acetonitrile as the solvent and selective iodination of the aromatic site of target molecules is thus achieved.