A CONVENIENT SYNTHETIC ROUTE TO N-ARYL AND N-ALKYLAMINO(ALKYL) PHOSPHONATES AND PHOSPHINE OXIDES

A variety of phosphorylated N-aryl and N-alkyl N-formyl and N-tert-butoxycarbonylaminomethyl derivatives have been efficiently prepared by treatment of the corresponding chloromethyl derivatives with a trialkyl phosphite or an alkyl diphenylphosphinite. These bifunctional compounds may be deprotonated with LDA and further submitted to electrophilic substitution. An acidic treatment of the resulting compounds gives rise to a range of N-aryl and N-alkylamino(alkyl) phosphonates and phosphine oxides.