title: Dihaloiodoarenes: α,α-dihalogenation of phenylacetate derivatives.
abstract: A hypervalent iodine reagent-based α-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-λ(3)-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.
authors.affiliation: Department of Chemistry, University of Waterloo , Waterloo, Ontario, Canada , N2L3G1.
authors.forename: Jason
authors.initials: J
authors.lastname: Tao
authors.forename: Richard
authors.initials: R
authors.lastname: Tran
authors.forename: Graham K
authors.initials: GK
authors.lastname: Murphy