An Improved Synthesis of Dichloroalkylphosphonates, Chloroalkynes and Terminal Alkynes via Diethyl Dichloromethylphosphonate

John Carran (1) , Rachel Waschbüsch (1) , Angela Marinetti (1) , Philippe Savignac (1)

1 DCPH - Laboratoire Hétéroéléments et Coordination

Diethyl 1,1-dichloromethylphosphonate (2) was synthesised in good yield from the reduction of 1,1,1-trichloromethylphosphonate (1) with i-C3H7MgCl and subsequent hydrolysis. The reactivity of 2 towards α-alkylation and its utility in the synthesis of chloroalkynes and terminal alkynes was investigated.

Domaines: Chimie organique

John Carran, Rachel Waschbüsch, Angela Marinetti, Philippe Savignac. An Improved Synthesis of Dichloroalkylphosphonates, Chloroalkynes and Terminal Alkynes via Diethyl Dichloromethylphosphonate. Synthesis: Journal of Synthetic Organic Chemistry, 1996, 1996 (12), pp.1494-1498. ⟨10.1055/s-1996-4419⟩. ⟨hal-03166566⟩