7236-88-6Relevant academic research and scientific papers
Synthesis of α-amino phosphonates catalyzed by copper-based metal organic frameworks
Larijani, Kambiz,Mokhtari, Javad,Zandieh, Haniyeh
, (2021/11/19)
In this paper we report a novel and straightforward method for the synthesis of α-amino phosphonates via three-component reaction of amines, aldehydes, and triethyl phosphite in the presence of Cu2(BDC)2DABCO (Cu-MOF) as a recyclable heterogeneous catalyst. The chemical structures of the all synthesized compounds were confirmed by NMR, IR and CHN analysis.
Synthesis and crystal structure of phosphonic acid and bisphosphoramidate derivatives: QSAR studies of their anti-fungal potential on Macrophomina Phaseolina (Tassi) Goid
Gholivand, Khodayar,Abbod, Mohsen,Ebrahimi Valmoozi, Ali Asghar,Barzegar, Omolbanin,Nasrollah Tabar, Hadis,Yaghoubi, Rouhollah,Hosseini, Mahdieh,Safaie, Naser,Rahimzadeh Dashtaki, Maryam,Dusek, Michal,Mani-Varnosfaderani, Ahmad
, p. 1591 - 1606 (2021/01/07)
A series of phosphonic acid and bisphosphoramidate derivatives were synthesized and characterized. The bioactivities against the fungal pathogen Macrophomina phaseolina and human acetylcholinesterase AChE enzyme were studied using QSAR based on multiple linear regression. L17, with (p-Cl–C6H4–NH) (p-Cl–C6H4)C(H)P(O)(OC2H5)2 skeleton, demonstrated a great mortality on the M. phaseolina mycelial growth by 83% inhibition at 150 mg/L; the other tested derivative showed moderate to weak antifungal activity against the fungus. QSAR model based on the GA-MLR method revealed the importance of 3D descriptors (De, Mor18e, H8m, and Mor30p) on the antifungal activity. It showed good capability in predicting the fungicidal activity of the studied molecules. Another derivative, L5, with (m-CH3–NC5H4–NH)(m-CH3–C6H4)C(H)P(O)(OCH3)2 skeleton displays the most potent anti-AChE activity. The electronic parameters, ΔEL-H, and ELUMO, have the highest contribution of human AChE. The authors suggest that these models could be usefully employed in designing more effective crop protection compounds without side effects on non-target organisms.
Niobium pentoxide, a recyclable heterogeneous solid surface catalyst for the synthesis of α-amino phosphonates
Sahani, Anita,Rao, Ramana Sreenivasa,Vadakkayil, Adithya,Santhosh, Murugesan,Mummoorthi, Mahalingam,Karthick, Muthupandi,Ramanathan, Chinnasamy Ramaraj
, (2021/02/12)
Abstract: Niobium pentoxide, a bifunctional solid surface catalyst, has been successfully employed to facilitate the three-component reaction between aldehydes, amines and triethyl phosphite at room temperature under solvent-free conditions to generate α-amino phosphonate in moderate to good yields. The catalyst can be recycled through simple filtration and reused to effect this transformation. Graphic abstract: [Figure not available: see fulltext.].
Silver-mediated aminophosphinoylation of propargyl alcohols with aromatic amines and H-phosphine oxides leading to α-aminophosphine oxides
Huang, Qiang,Zhu, Lei,Yi, Dong,Zhao, Xiaohui,Wei, Wei
supporting information, p. 373 - 376 (2019/08/20)
A new silver mediated aminophosphinoylation of propargyl alcohols with aromatic amines and H-phosphine oxides for the construction of α-aminophosphine oxides has been developed. The C[sbnd]N and C[sbnd]P bond could be efficiently formed in one pot operati
Magnetic ZnO?CuO?Iron ore nanocomposites as a green and highly efficient heterogeneous nanocatalyst for solventless synthesis of α-aminophosphonates
Sajadi, S Mohammad
, p. 25 - 30 (2019/11/14)
A green novel synthesis of ZnO?CuO?Iron ore nanocomposites as a novel and magnetic heterogeneous nanocatalyst is used for the one-pot synthesis of α-aminophosphonates under solventless conditions. This study benefits from the magnetic iron ore acting as a multi-mineral Lewis acid system, the green properties and the large surface area due to its nanostructure. Moreover, scanning electron microscope analysis confirmed that the nanocatalyst gave an excellent yield and good recyclability; which, even after the 10th cycle of the model reaction retained its potential with no significant loss of catalytic activity.
Catalyst free one-pot synthesis of α-aminophosphonates in aqueous ethyl lactate
Gao, Ge,Chen, Meng-Nan,Mo, Li-Ping,Zhang, Zhan-Hui
, p. 528 - 532 (2019/01/04)
An highly efficient and environmentally friendly process for the synthesis of α-aminophosphonates has been devised, through a one-pot three-component condensation of various aldehydes, amines and triethyl phosphate in water-ethyl lactate under ultrasonic
Silica-coated MgAl2O4 nanoparticles supported phosphotungstic acid as an effective catalyst for synthesis of α-aminophosphonates
Hajavazzade, Reza,Mahjoub, Ali Reza,Kargarrazi
, p. 2341 - 2355 (2019/01/18)
In this research, a recoverable catalyst (MgAl2O4@SiO2–PTA) was prepared by a simple utilization method. The prepared catalyst was characterized by XRD, FT-IR, SEM, EDX, ICP-AES, and BET techniques. The average crystallite size of MgAl2O4 was calculated to be 40?nm by the Debye–Scherrer formula. The nanocomposite was examined as a heterogeneous catalyst for synthesis of α-aminophosphonates under solvent-free conditions at room temperature. In this process, magnesium aluminate spinel (MgAl2O4), used as the base and supporting catalyst for H3PW12O40 (PTA), provides the recycling and reusing of the catalyst and also increases the efficiency of the reaction, which is due to the increase in the surface/volume ratio. In order to obtain optimal conditions, the synthesis of α-aminophosphonates reactions was investigated with different solvents and catalysts. The results showed that α-aminophosphonate prepared from the benzaldehyde and aniline reaction has higher efficiency and a shorter time than other reactions. The catalyst was recovered by simple filtration, and it can be recycled for at least five successive times without loss of catalytic activity.
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.].
Synthetic method of alpha-amino phosphonate
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Paragraph 0023-0077; 0079, (2019/07/04)
A synthetic method for preparing alpha-amino phosphonate by direct oxidation of secondary amines by DDQ is disclosed. According to the method, the product is prepared by oxidative dehydrogenation coupling phosphonic acid esterification reaction of various secondary amines as raw materials, various phosphinates as phosphonic acid esterification reagents and the DDQ as an oxidant in a solvent, quenching, extraction, concentration and purification. A novel synthesis method aiming at overcoming the defects of the existing synthesis method of the alpha-amino phosphonate is provided, the alpha-aminophosphonate product is prepared by direct DDQ oxidation without transition metal catalysis, the phosphonic acid esterification reaction of the various secondary amines and the various phosphinates can be efficiently realized, alpha-amino phosphonate substances with high yield and diverse structures can be prepared by the method, and the method has the advantages of being simple in method, short in reaction time, simple and convenient to operate, energy-saving, low in production cost, atom-economic, and beneficial to industrialization and the like.
Reusable zinc oxide nanoflowers for the synthesis of α-aminophosphonates under solvent-free ultrasonication
Rasal, Sarika,Jain, Shilpa,Shimpi, Navinchandra G
supporting information, p. 2420 - 2434 (2018/08/29)
A simple wet chemical method is used to prepare zinc oxide nanoflowers (ZnO NFs) which were subjected to various characterization techniques such as XRD, FTIR, UV–Vis, FE-SEM, and XPS. XRD pattern indicates pure, crystalline, and monodispersed form with hexagonal wurtzite phase. The 3-D flower shape morphology with hexagonal ZnO nanorods was confirmed in FE-SEM. The synthesized ZnO NFs was used to study catalytic behavior in Kabachnik–Fields reaction under controlled ultrasound cavitation technique. High surface-to-volume ratio of ZnO NFs and the effect of ultrasonication enhances the yield of α-aminophosphonate. The catalyst was recycled and reused four times without any significant loss of its catalytic activity. Moreover, existing method becomes attractive and practical due to its easy, clean, fast, cost-effective, and eco-friendly procedure.
