Dimethylphosphinylmethylamine (1) and its aldimines 2 were used for the preparation of dimethyl and diethyl α-amino(aryl)methylphosphonates 3a - l via imine hydrophosphonylation and Kabachnik-Fields reaction. Their acid hydrolysis gave rise to the corresponding α-aminophosphonic acids 4a - e. Compounds 3 and 4 have two different phosphorus-containing groups - phosphonyl and dimethylphosphinyl - and might have interesting biological activity.
New dimethylphosphinoyl-substituted α-aminoarylmethanephosphonates 1a - f have been synthesized via addition of dimethyl or diethyl phosphites to Schiff bases and via Kabachnik-Fields reaction. The structure of the compounds was confirmed by elemental analysis, IR, 1H and 31P1H} NMR spectroscopy, mass spectrometry and in two cases by X-ray diffraction.