Full factorial optimization of α-aminophosphonates synthesis using diphenylphosphinic acid as efficient organocatalyst

被引:7
|
作者
Ferrah, Meriem [1 ]
Guezane-Lakoud, Samia [1 ]
Bendjeffal, Hacene [2 ]
Aissa, Rym [1 ]
Merabet-Khelassi, Mounia [1 ]
Toffano, Martial [3 ]
Aribi-Zouioueche, Louisa [1 ]
机构
[1] Badji Mokhtar Annaba Univ, Ecocompatible Asymmetr Catalysis Lab LCAE, BP 12, Annaba 23000, Algeria
[2] Higher Normal Sch Technol Educ ENSET, Lab Phys Chem & Biol Mat, Skikda 21000, Algeria
[3] Univ Paris Saclay, Equipe Catalyse Mol ICMMO, Bat 420, Saclay, France
关键词
alpha-aminophosphonates; Full factorial experiment; Diphenylphosphonic acid; Kabachnik-Fields reaction; Organocatalyst; ENANTIOSELECTIVE MICHAEL ADDITION; ONE-POT SYNTHESIS; RECYCLABLE CATALYST; BIOLOGICAL-ACTIVITY; BISPHOSPHONATES; PHOSPHONATES; DESIGN; LIGAND; FE3O4;
D O I
10.1007/s11144-022-02329-0
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Diphenylphosphinic acid was used as an efficient and simple catalyst for the synthesis of the alpha-aminophosphonates by multicomponent Kabachnik-Fields reaction in one pot of aromatic aldehyde, aniline and diethylphosphite. Three physicochemical factors including catalyst amount, reaction time and medium temperature were optimized using a full factorial experiment design (FFD). Additionally, a quadratic polynomial regression model was applied for the analysis of the experimental data at a confidence level of 95% with p-values< 0.05. The high signification effect of the reaction time and the medium temperature on the alpha-aminophosphonates synthesis were confirmed by the statistical analysis. Besides, the diphenylphosphinic acid amount showed an effect on the reaction yield. ANOVA exhibited that the coefficient determination of this model up to 99.25%. This eco-friendly procedure was extended for the preparation of series of the alpha-aminophosphonates in ethanol as green solvent, giving the desired products with high chemical yields up to 90%.
引用
收藏
页码:165 / 182
页数:18
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