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Upstream product

• 100-52-7 benzaldehyde 
• 106-47-8 4-chloro-aniline 
• 122-52-1 triethyl phosphite 
• 3296-05-7 1-azido-4-chlorobenzene 
• 762-04-9 phosphonic acid diethyl ester 
• 78-40-0 triethyl phosphate 
• 2948-37-0 N-(4-chlorophenyl)benzylamine 
• 780-21-2 N-(4-chlorobenzylidene)aniline 

Relevant academic research and scientific papers

Highly efficient one-pot synthesis of α-aminophosphonates catalyzed by ytterbium triflate in water

A facile one-pot, three-component synthesis of α-aminophosphonates catalyzed by ytterbium triflate [Yb(OTf)3] in water using polyoxyethanyl α-tocopheryl sebacate (PTS) as amphiphile has been developed. The catalytic system could be readily recycled and reused several times without significant loss in its activity.

New phosphonate based corrosion inhibitors for mild steel in hydrochloric acid useful for industrial pickling processes: Experimental and theoretical approach

The present work deals with the synthesis and study of the inhibition effect of three α-aminophosphonates, namely diethyl (((4-chlorophenyl)amino)(phenyl)methyl)phosphonate (APCI-1), diethyl (((4-chlorophenyl)amino)(4-methoxyphenyl)methyl)phosphonate (APCI-2) and diethyl (1-((4-chlorophenyl)amino)-3-phenylallyl)phosphonate (APCI-3), on mild steel corrosion in 1 M hydrochloric acid solution using both experimental and theoretical methods. Weight loss results showed that the inhibition performance of the studied compounds increases with the concentration and the maximum inhibition efficiency was obtained at just 564 × 10-6 M concentration. Among all the three tested inhibitors, APCI-3 showed the best result having an inhibition efficiency of 96.90%. The potentiodynamic polarization study indicates that these α-aminophosphonates act as mixed type inhibitors and predominantly function as a cathodic inhibitor. Adsorption of the tested APCIs on the metallic surface obeyed the El-Awady adsorption isotherm. The adsorption of these compounds on the metallic surface was also supported by the scanning electron microscopy (SEM) and atomic force microscopy (AFM) methods. A good insight about the inhibition mechanism of the tested compounds was derived using DFT based quantum chemical calculations for their neutral as well as protonated forms. The orientation of inhibitors on the metallic surface and the interaction energies of these molecules were obtained using molecular dynamic simulation studies. Both experimental and theoretical studies suggested that the inhibition efficiency of the tested compounds followed the order APCI-3 > APCI-2 > APCI-1 and well corroborated each other.

Synthesis and crystal structure of phosphonic acid and bisphosphoramidate derivatives: QSAR studies of their anti-fungal potential on Macrophomina Phaseolina (Tassi) Goid

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.

Synthesis of α-amino phosphonates catalyzed by copper-based metal organic frameworks

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.

Catalyst free one-pot synthesis of α-aminophosphonates in aqueous ethyl lactate

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

DDQ-Mediated Cross-Dehydrogenative-Coupling Reaction of Secondary Amines with Dialkyl Phosphonates

This work reports a DDQ-mediated cross-dehydrogenative-coupling reaction of secondary amines with dialkyl phosphonates under mild conditions. This reaction proceeds efficiently without involving visible light or transition-metal catalysis. This new approa

Radical Cation Salt-initiated Aerobic C?H Phosphorylation of N-Benzylanilines: Synthesis of α-Aminophosphonates

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 novel hydrophobic copper complex supported on γ-Fe2O3 as a magnetically heterogeneous catalyst for one-pot three-component synthesis of α-aminophosphonates

A novel hydrophobic copper complex supported on γ-Fe2O3 is synthesized and characterized by different methods such as FT-IR, XRD, TEM, SEM, TGA, VSM, ICP and CHN analysis. It was used as a magnetically recyclable heterogeneous cataly

Sulfated polyborate catalyzed Kabachnik-Fields reaction: An efficient and eco-friendly protocol for synthesis of α-amino phosphonates

An efficient, and environmentally benign protocol for a three-component Kabachnik-Fields reaction of aldehydes, amines, and diethyl phosphite catalyzed by sulfated polyborate has been described to afford α-amino phosphonates under solvent-free reaction conditions. The major advantages of the present method are high yields, short reaction time, simple work-up procedure, inexpensive, eco-friendly and reusable catalyst and solvent-free reaction conditions and tolerance towards various functional groups present in the substrates.

A Green Approach to the Synthesis of α-Amino Phosphonate in Water Medium: Carbene Insertion into the N-H Bond by Cu(I) Catalyst

Synthesis of amino phosphonates is more important owing to their significant applications in the biological systems. There are few methods already known in the literature to make these molecules; however, known methods have their own disadvantages. In this regard, synthesis of different kinds of amino phosphonates have been achieved via phosphonate substituted carbene insertion into the N-H bond of aniline catalyzed by readily available copper salt under mild reaction conditions in water. In order to find an efficient catalyst for carbene insertion reaction in neat water, a large number of transition metal catalysts were screened, and we found that the [Cu(CH3CN)4]ClO4 was the best catalyst under employed reaction conditions. Using this environmentally benign methodology (copper catalyzed reaction in water), a large number of biologically important amino phosphonates have been synthesized, isolated (37 examples), and characterized using standard analytical and spectroscopic techniques.