Direct α-Iodination of Aryl Alkyl Ketones by Elemental Iodine Activated by Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate)
Marjan Jereb, Stojan Stavber*, Marko Zupan
*Laboratory for Organic and Bioorganic Chemistry, ‘Jozef Stefan' Institute
and Department of Chemistry, University of Ljubljana, Jamova 39, 1000 Ljubljana,
Email: stojan.stavberijs.si
M. Jereb, S. Stavber, M. Zupan, Synthesis, 2003, 853-858.
DOI: 10.1055/s-2003-38689
Abstract
Selective introduction of an iodine atom at the α-carbonyl position in
various aryl alkyl ketones was effectively achieved by reaction of target
molecules with elemental iodine in the presence of N-F reagents such as
F-TEDA-BF4 (Selectfluor) as iodination mediators and methanol as the
solvent.
see article for more examples
Key Words
iodine, ketones, regioselectivity, fluorine, α-iodination, selectfluor
ID: J66-Y2003-1820