61676-67-3Relevant academic research and scientific papers
New promising generation of phosphates α-aminophosphonates: Design, synthesis, in-vitro biological evaluation and computational study
Adamiak, Marta,Aissa, Rim,Aribi-Zouioueche, Louisa,Gali, Lynda,Guezane-Lakoud, Samia,Guillot, Regis,Ignaczak, Anna,Merabet-Khelassi, Mounia,Toffano, Martial
, (2021/09/20)
A novel category of phosphate-phosphonate compounds is synthesized by a sequence multicomponent reactions strategy of Kabachnik-Fields and Atherton-Todd reactions. All the designed products are obtained with good chemical yields in short reaction times, and confirmed by spectroscopy analyses. The diethyl [(4-diethylphosphate phenyl) (4-trifluoromethyl phenylamino) methyl] phosphonate 6g is characterized by single-crystal X-ray analysis. These compounds exhibited a strong antifungal effect, a low inhibition of AChE, and no inhibitory activity on BChE, with interesting antioxidant capacity. Results make them promising candidates as original organophosphorus pesticides. The DFT calculations concerning relative stability of various conformers, besides the comparison of the measured and calculated NMR spectra of selected compounds; suggest that conformational interconversion can quite easily occur in this type of molecules, so that many structures of the same compound can coexist in solution.
Magnetic BaFe12O19/Al2O3: An Efficient Heterogeneous Lewis Acid Catalyst for the Synthesis of α-Aminophosphonates (Kabachnik–Fields Reaction)
Piri, Tayebeh,Peymanfar, Reza,Javanshir, Shahrzad,Amirnejat, Sara
, p. 3384 - 3394 (2019/08/02)
Abstract: The design and application of environmentally friendly catalysts to reduce the quantity of toxic wastes is critical for improving?the chemical synthesis process. Therefore, BaFe12O19/Al2O3, a magnetic mesoporous nanocomposites, were designed synthesized and characterized using different techniques such as energy dispersive X-ray (EDX) spectroscopy, X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscopy (FESEM), Brunauer–Emmett–Teller?(BET) adsorption method, and vibrating sample magnetometry (VSM). The prepared BaFe12O19/Al2O3 display a high surface area (1773.22?m2/g) with an average pore diameter of 3.946?nm from nitrogen sorption analysis. In addition, the synthesized nanocomposites prove to be an active heterogeneous Lewis acid catalyst for the solvent free synthesis of α-aminophosphonates at ambient temperature, through three-component reaction of aldehydes/ketones, amines and triethyl phosphite. The use of this catalyst results in an effortless magnetic recoverability and recyclability, high yield and short reaction time under solvent-free conditions. Graphic Abstract: [Figure not available: see fulltext.].
Air-stable zirconocene bis(perfluorobutanesulfonate) as a highly efficient catalyst for synthesis of α-aminophosphonates via Kabachnik-Fields reaction under solvent-free condition
Li, Ningbo,Wang, Xie,Qiu, Renhua,Xu, Xinhua,Chen, Jinyang,Zhang, Xiaohong,Chen, Sihai,Yin, Shuangfeng
, p. 184 - 187 (2013/11/19)
Zirconocene bis(perfluorobutanesulfonate) [Cp2Zr(OSO 2C4F9)2·2H2O] was successfully synthesized by treatment of Cp2ZrCl2 with C4F9SO3Ag, and was found to have the nature of air-stability, water tolerance, high thermal stability and strong Lewis acidity. This complex showed high catalytic efficiency for the synthesis of α-aminophosphonates via Kabachnik-Fields reaction of aldehydes/ketones, amines and diethyl phosphite under mild and solvent-free conditions. Furthermore, it can be reused without loss of activity in a test of five cycles. Compared with our previously reported complex of Cp2Zr(OSO 2C8F17)2·3H 2O·THF, this complex showed better catalytic activity.
General procedure for the synthesis of α-amino phosphonates from aldehydes and ketones using indium(III) chloride as a catalyst
Ranu, Brindaban C.,Hajra, Alakananda,Jana, Umasish
, p. 1141 - 1143 (2008/02/09)
(matrix presented) (24 examples) A simple, efficient, and general method has been developed for the synthesis of α-amino phosphonates through a one-pot reaction of aldehydes and ketones with amines in the presence of indium(III) chloride as a catalyst.
