A. Couture et al., A CONVENIENT SYNTHETIC ROUTE TO N-ARYL AND N-ALKYLAMINO(ALKYL) PHOSPHONATES AND PHOSPHINE OXIDES, Tetrahedron letters, 36(14), 1995, pp. 2483-2486
A variety of phosphorylated N-aryl and N-alkyl N-formyl and N-tert-but
oxycarbonylaminomethyl derivatives have been efficiently prepared by t
reatment of the corresponding chloromethyl derivatives with a trialkyl
phosphite or an alkyl diphenylphosphinite. These bifunctional compoun
ds may be deprotonated with LDA and further submitted to electrophilic
substitution. An acidic treatment of the resulting compounds gives ri
se to a range of N-aryl and N-alkylamino(alkyl) phosphonates and phosp
hine oxides.