Improved Synthesis of New α-Aminophosphonic Acids by Sonochemical Activation

Cathy Hubert; Boualem Oussaid; Guita Etemad-Moghadam; Max Koenig; Bernard Garrigues

doi:10.1055/s-1994-25404

Synthesis 1994; 1994(1): 51-55
DOI: 10.1055/s-1994-25404

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Improved Synthesis of New α-Aminophosphonic Acids by Sonochemical Activation

Cathy Hubert^* , Boualem Oussaid, Guita Etemad-Moghadam, Max Koenig, Bernard Garrigues

^*Laboratoire d' Activation Moléculaire par l'Electricité, le Rayonnement et l'Energie Sonore (AMPERES) - Bât II R1, Université Paul Sabatier, 118 route de Narbonne, F-31062 Toulouse cedex, France

Abstract

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In order to evaluate the biological properties of new α-aminophosphonic acids 4a-g bearing a pyrrolic or thiophenic moiety, their synthesis via the corresponding esters 3a-g is carried out by two methods. The standard procedure leading to α-aminophosphonic esters 3 in good yields, requires heating of the neat reactants for several days. The sonochemical activation improves substantially the rate of formation of 3 and promotes the yields of the reaction. The rate enhancement for this homogeneous sonochemical reaction depends upon the temperature, the nature of the solvent, and the structure of the imine.

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