A mild method for introducing iodine monofluoride into alkenes and iodination of aromatics using xenon difluoride

Article abstract of DOI:10.1016/S0022-1139(97)00133-4

Reaction of xenon difluoride (XeF₂) and iodine (I₂) or N-iodosuccinimide (NIS) with alkenes gives iodofluoro products in good yields. Aromatics react with XeF₂ and I₂ or NIS to undergo electrophilic aromatic iodination. Iodine monofluoride (IF) generated from XeF₂ is less reactive than IF generated from I₂ and fluorine gas. This difference in reactivity suggests that the interhalogen IF is delivered to the alkene or aromatic from a complex with XeF₂.