Preparation and reaction of difluorinated malonaldehydic acid derivatives: a new route to functionalized α,α-difluorinated esters and amides

Abstract

Formylation of difluorinated Reformatsky reagents derived from chlorodifluoroacetic acid derivatives provided β,β-difluorinated N,O-acetals, which were easily converted into the corresponding ethyl hemiacetals. These compounds were found to be effective aldehyde equivalents and reacted with active methylene compounds, nitromethane, or phosphonoacetate to afford α,α-difluoro-functionalized esters and amides in good yields.