Hypervalent Iodine-mediated Fluorination Rearrangement Of Vinyl Halides

The difluoromethylene unit is an important fluorine-containing functional group.It can be used as a bioisostere of hydroxy amino group,mercapto group and other polar functional groups.Due to its unique physical and chemical properties,this moiety is frequently found in synthetic compounds that exhibit important biological and pharmaceutical activities.This dissertation describes a efficient hypervalent iodine-mediated gem-difluorination of vinyl halides via a 1,2-halo migration through using Py·9HF as a“F”source.This method provides a mild and practical access to obtain variousβ-difluoroalkyl halides.This reaction features mild reaction conditions,broad substrate scope and good functional group compatibility.Moreover,the present protocol can be applied to the late-stage modification of complex small molecules.β-difluoroalkyl halides are versatile building blocks that can be further converted into valuable CF₂-containing other compounds.