Controlled monohalogenation of phosphonates: A new route to pure α-monohalogenated diethyl benzylphosphonates

Bogdan Iorga (1) , Frédéric Eymery (1) , Philippe Savignac (1)

1 DCPH - Laboratoire Hétéroéléments et Coordination

Starting from diethyl benzylphosphonates, a wide variety of diethyl α-monofluoro, chloro, bromo and iodobenzylphosphonates have been obtained in pure form by a one-pot procedure. This high yielding method implies the intermediate protection of the benzyl anion with TMSCl followed by halogenation with an electrophilic halogenating reagent.

Domaines: Chimie organique

Bogdan Iorga, Frédéric Eymery, Philippe Savignac. Controlled monohalogenation of phosphonates: A new route to pure α-monohalogenated diethyl benzylphosphonates. Tetrahedron, 1999, 55 (9), pp.2671-2686. ⟨10.1016/s0040-4020(99)00037-x⟩. ⟨hal-03161386⟩