Geminal difunctionalization of α-diazo arylmethylphosphonates: synthesis of fluorinated phosphonates

Abstract

A general approach towards diverse fluorinated phosphonates via geminal difunctionalization reactions of α-diazo arylmethylphosphonates is described. The diazo functionality (RR′CN₂) is successfully converted to RR′CF₂, RR′CHF, RR′CFBr or RR′CFNR′′₂ groups by employing different fluorination reagents. A variety of fluorinated organophosphorus compounds were readily accessed in good to excellent yields from a common type of precursor.