36934-14-2Relevant academic research and scientific papers
A novel straightforward synthesis of α-aminophosphonates: one-pot three-component condensation of alcohols, amines, and diethylphosphite in the presence of CuO@Fe3O4 nanoparticles as a catalyst
Kaboudin, Babak,Kazemi, Foad,Hosseini, Narges Kadkhoda
, p. 4475 - 4486 (2017)
We report here a novel and straightforward synthesis method for the preparation of α-aminophosphonates in relatively good yield. The method involves the one-pot three-component condensation of alcohols, amines, and diethylphosphite in the presence of CuO@Fe3O4 nanoparticles as a recyclable catalyst. CuO@Fe3O4 nanoparticles were prepared and their structures were confirmed by the FT-IR, TGA, VSM, TEM and X-ray diffraction patterns analyses.
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.
Design and preparation of HPW-anchored magnetic carbon nitride nanosheets: an efficient and eco-friendly nanocomposite for one-pot synthesis of α-amino phosphonates
Azhdari, Asieh,Azizi, Najmedin
, p. 4915 - 4928 (2021/07/28)
Heterogeneous catalysis is one of the fastest and greatest developing branches and longstanding challenges in academic researchers and the chemical industry. Carbon-based material with various functional groups, the most abundant elements, and the main component in natural products provide a unique platform for heterogeneous catalysis due to their excellent biocompatibility and high performance. Herein, we introduce a novel nanocomposite comprising of different acids anchored to magnetic mesoporous carbon nitrides through a grindstone method to enhance nanocomposite catalysts’ environmentally benign capability. As a result, the obtained porous magnetic catalysts show the highest possible activity and product selectivity for facile preparation of α-amino phosphonates derivatives in good to excellent yields at ambient temperature. This fast and straightforward methodology offers pot economy for the satisfactory reaction of various aldehyde, amine, and triaryl and trialkyl phosphite with a broad range of functional groups in a gram scale under mild reaction conditions.
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.].
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.
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
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.
Formic acid catalyzed one-pot synthesis of α-aminophosphonates: an efficient, inexpensive and environmental friendly organocatalyst
Azarnia Mehraban, Jamshid,Jalali, Mahsa Sadat,Heydari, Akbar
, p. 2215 - 2223 (2018/08/04)
Abstract: Aqueous formic acid is used for the synthesis of α-aminophosphonates through Kabachnik–Fields reaction applying aromatic amine, phosphite, and carbonyl compounds. Using formic acid as an efficient and low-cost organocatalyst provides environmental friendly, high yields, low reaction time and mild reaction condition. The isolated products were analyzed by IR, NMR, and mass techniques. Graphical abstract: [Figure not available: see fulltext.].
Radical Cation Salt-initiated Aerobic C?H Phosphorylation of N-Benzylanilines: Synthesis of α-Aminophosphonates
Jia, Xiaodong,Liu, Xiaofei,Yuan, Yu,Li, Pengfei,Hou, Wentao,He, Kaixuan
supporting information, p. 1911 - 1914 (2018/07/31)
A radical cation salt-initiated phosphorylation of N-benzylanilines was realized through an aerobic oxidation of the sp3 C?H bond, providing a series of α-aminophosphonates in high yields. An investigation of the reaction scope revealed that this mild catalyst system is superior in good functional group tolerance and high reaction efficiency. The mechanistic study implied that the cleavage of the sp3 C?H bond was involved in the rate-determining step.
A green one-pot three-component synthesis of α-aminophosphonates under solvent-free conditions and ultrasonic irradiation using Fe3O4@SiO2-imid-PMAn as magnetic catalyst
Esmaeilpour, Mohsen,Zahmatkesh, Saeed,Javidi, Jaber,Rezaei, Elahe
, p. 530 - 537 (2017/05/01)
An efficient and environment friendly process for the synthesis of α-aminophosphonates has been devised. Through a one-pot three-component condensation of various aldehydes, amines, and triethyl phosphite in the presence of Fe3O4@SiO2-imid-PMAn nanoparticles as magnetic catalysts under solvent-free conditions and ultrasonic irradiation, α-aminophosphonates were obtained with excellent yields. The reactions under solvent-free conditions at room temperature are compared with the ultrasonic-assisted reactions. This new procedure has notable advantages such as short reaction time, excellent yields, easy purification, and the absence of any tedious workup or purification. The aforementioned catalyst could be easily recovered by an external magnetic field and can be reused for six consecutive reaction cycles without significant loss of activity. In addition, SEM and DLS of the catalyst after the reaction cycle were investigated.
