Department of Chemistry, University of Waterloo , Waterloo, Ontario, Canada , N2L3G1.
J Am Chem Soc. 2013 Nov 6;135(44):16312-5. doi: 10.1021/ja408678p. Epub 2013 Oct 23.
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.
报道了一种基于高价碘试剂的α-羰基二卤化反应。重氮乙酸酯衍生物与二氯碘苯或二氟碘甲苯反应，分别得到偕二氯代或偕二氟代产物。该反应由芳基-λ(3)-碘烷（ArIX2）物种的路易斯酸或路易斯碱催化，快速且选择性地以良好到优异的收率得到所需的偕二官能化产物。
