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

Sylvie Berté-Verrando (1) , François Nief (1) , Carl Patois (1) , Philippe Savignac (1)

1 DCPH - Laboratoire Hétéroéléments et Coordination

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.

Domaines: Chimie organique

Sylvie Berté-Verrando, François Nief, Carl Patois, Philippe Savignac. Preparation of alkyl- and aryl-amino[2H2]methylphosphinic acids. Journal of the Chemical Society, Perkin Transactions 1, 1995, 1 (16), pp.2045-2048. ⟨10.1039/P19950002045⟩. ⟨hal-03166539⟩