Acylation of Diethyl Phosphonoacetic Acid Via the MgCl₂/Et₃N System: A Practical Synthesis of β-Keto Phosphonates

Bernard Corbel Laboratoire de Chimie Hétéro-Organique, U.F.R. Sciences, Université de Bretagne Occidentale, B.P. 809, F-29285, Brest Cedex

Isabelle L'hostis-Kervella Laboratoire de Chimie Hétéro-Organique, U.F.R. Sciences, Université de Bretagne Occidentale, B.P. 809, F-29285, Brest Cedex

Jean-Pierre Haelters Laboratoire de Chimie Hétéro-Organique, U.F.R. Sciences, Université de Bretagne Occidentale, B.P. 809, F-29285, Brest Cedex

Abstract

A one pot simple procedure for the synthesis of β-keto phosphonates has been developed using the MgCl₂/Et₃N base system to generate the magnesium enolate of diethyl phosphonoacetic acid. This intermediate reacts with acid chlorides or imidazolides to give, after workup, the title compounds in good yields.

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Acylation of Diethyl Phosphonoacetic Acid Via the MgCl₂/Et₃N System: A Practical Synthesis of β-Keto Phosphonates

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Acylation of Diethyl Phosphonoacetic Acid Via the MgCl2/Et3N System: A Practical Synthesis of β-Keto Phosphonates

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Acylation of Diethyl Phosphonoacetic Acid Via the MgCl₂/Et₃N System: A Practical Synthesis of β-Keto Phosphonates