Preparation of alkyl- and aryl-amino[2H2]methylphosphinic acids

Abstract

Diethyl chloro[²H₂]methylphosphonate upon successive treatment with POCl₃ and Grignard reagents (RMgX) gave alkyl(chloro[²H₂]methyl)phosphinates. Phenyl(chloro[²H₂]methyl)phosphinate was prepared by deuteriolysis of the α-silylated α-phosphonylated carbanion 11 with D₂O. After conversion into trifluoroethyl phosphinic esters, the alkyl- and phenyl-(chloro[²H₂]methyl)phosphinates were converted into azides and then reduced and hydrogenated into alkyl- and phenyl-(amino[²H₂]methyl)phosphinic acids.