Synthesis and Characterization of a New Series of Bis(allylic-α-aminophosphonates) under Mild Reaction Conditions

Ichrak Souii; Med Abderrahmane Sanhoury; Javier Vicario; Xabier Jiménez-Aberásturi; Mohamed L Efrit; Hedi M'rabet; Jesús M de Los Santos

doi:10.3390/molecules28124678

Synthesis and Characterization of a New Series of Bis(allylic-α-aminophosphonates) under Mild Reaction Conditions

Molecules. 2023 Jun 9;28(12):4678. doi: 10.3390/molecules28124678.

Authors

Ichrak Souii^{1

2}, Med Abderrahmane Sanhoury³, Javier Vicario², Xabier Jiménez-Aberásturi², Mohamed L Efrit¹, Hedi M'rabet¹, Jesús M de Los Santos²

Affiliations

¹ Laboratory of Selective Organic & Heterocyclic Synthesis Biological Activity Evaluation (LR17ES01), Department of Chemistry, Faculty of Sciences of Tunis, University of Tunis El Manar, Tunis 2092, Tunisia.
² Department of Organic Chemistry I, Faculty of Pharmacy and Lascaray Research Center, University of the Basque Country (UPV/EHU), Paseo de la Universidad 7, 01006 Vitoria, Spain.
³ Laboratory of Structural Organic Chemistry: Synthesis and Physicochemical Studies, Department of Chemistry, Faculty of Sciences of Tunis, University of Tunis El Manar, El Manar I, Tunis 2092, Tunisia.

Abstract

Several bis(α-aminophosphonates) have been conveniently prepared in good yields using a straightforward multicomponent Kabachnik-Fields reaction between ethane 1,2-diamine or propane 1,3-diamine, diethylphosphite and aldehydes under catalyst-free conditions. The nucleophilic substitution reaction of bis(α-aminophosphonates) prepared and ethyl (2-bromomethyl)acrylate under mild reaction conditions afforded an original synthetic approach to a new series of bis(allylic-α-aminophosphonates).

Keywords: bis(allylic-α-aminophosphonates); bis(α-aminophosphonates); multicomponent Kabachnik–Fields reaction; nucleophilic substitution reaction.

Abstract

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