A comparative study of metal-catalyzed three-component synthesis of α-aminophosphonates

2021 ◽  
pp. 221-234
Author(s):  
Marwa M. Abdeen ◽  
Mohamed A. Hamed ◽  
Abdel Aleem Hassan Abdel Aleem ◽  
Ibrahim F. Nassar ◽  
Ibrahim E.T. El-Sayed
Keyword(s):  
Carbonyl Compounds ◽  
Room Temperature ◽  
Lithium Perchlorate ◽  
Aprotic Solvents ◽  
Electronic Factor ◽  
One Pot ◽  
Catalyst Type ◽  
Metal Catalyzed ◽  
The One ◽  
Metal Triflates

Different metal catalysts have been tested for the one-pot transformation of carbonyl compounds, amines and phosphites to α-aminophosphonates. The influence of catalyst type, amount, solvent and the substrate electronic factor have been investigated. The results revealed that the carbonyl compounds could be smoothly converted into α-aminophosphonates at room temperature in good to excellent yields, with or without solvent in a reasonable reaction time. These results suggested that among others, lithium perchlorate and metal triflates were proven to be effective catalysts in 10 moles % catalysts. Polar aprotic solvents proved to be the best for the synthesis of α-aminophosphonates. The synthesized compounds' structure characterizations were elucidated by different spectroscopic tools and showed results consistent with the expected structures.

Synthesis, photoinduced amination and topological indices of novel porphyrin dyads

2020 ◽  
Vol 24 (08) ◽  
pp. 1054-1065
Author(s):  
Muhammad Yaseen ◽  
Muhammad A. Rashid ◽  
Muhammad A. Iqbal ◽  
Zahid Farooq ◽  
Muhammad Idrees ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Transition Metal ◽  
Elemental Analysis ◽  
Room Temperature ◽  
Topological Indices ◽  
Operational Cost ◽  
One Pot ◽  
H Nmr ◽  
Metal Catalyzed ◽  
The One

Transition-metal-catalyzed homo and hetero coupling is a rapidly growing area of research. This work refers to the nickel-catalyzed photoinduced amination study of [Formula: see text]-bromotetraarylporphyrin and its Ni(II), Zn(II) and Cu(II) complexes. The selective mono [Formula: see text]-bromination of 5,10,15,20-tetrakis(4[Formula: see text]-isopropylphenyl)porphyrin was achieved with [Formula: see text]-bromosuccinimide. Under similar conditions, [Formula: see text]-bromination of Ni(II), Zn(II) and Cu(II) complexes of 5,10,15,20-tetrakis(4[Formula: see text]-isopropylphenyl)porphyrin successfully afforded the corresponding 2-bromometalloporphyrins. The [Formula: see text]-bromoporphyrin/metalloporphyrins were coupled with three different amines through the creation of the C–N bond by using an economical and air-tolerant photoactive catalyst (NiBr[Formula: see text] · 3H2O) at room temperature under 365 nm radiations. Nickel-catalyzed amination yields are compared with the traditional Buchwald–Hartwig amination yields. Due to the low operational cost, photoinduced nickel-catalyzed C–N couplings were found to be more economical than the Buchwald–Hartwig amination procedure, although the latter afforded higher yields. The nickel-catalyzed photoamination reaction was also extended for the one-pot synthesis of pyridine-3,5-diamine bridged porphyrin dyad. The intramolecular cyclization of the pyridine-3,5-diamine-bridged porphyrin dyad afforded a novel quinolino-fused porphyrin dyad. Degree- and distance-based topological indices of the newly synthesized porphyrins were calculated and correlated with their molar refractivity. All newly synthesized porphyrins are characterized by UV-vis, FTIR, 1H NMR, elemental analysis and mass spectrometry.

A Series of Metal-Organic Frameworks for Selective CO2 Capture and Catalytic Oxidative Carboxylation of Olefins

2018 ◽  
Author(s):  
Huong T. D. Nguyen ◽  
Y B. N. Tran ◽  
Hung N. Nguyen ◽  
Tranh C. Nguyen ◽  
Felipe Gándara ◽  
...  
Keyword(s):  
Room Temperature ◽  
Gas Adsorption ◽  
New Materials ◽  
One Pot ◽  
Acid Gas ◽  
Naphthalene Diimide ◽  
Styrene Carbonate ◽  
Metal Organic ◽  
Adsorption Of Co ◽  
The One

<p>Three novel lanthanide metal˗organic frameworks (Ln-MOFs), namely MOF-590, -591, and -592 were constructed from a naphthalene diimide tetracarboxylic acid. Gas adsorption measurements of MOF-591 and -592 revealed good adsorption of CO<sub>2</sub> (low pressure, at room temperature) and moderate CO<sub>2</sub> selectivity over N<sub>2</sub> and CH<sub>4</sub>. Accordingly, breakthrough measurements were performed on a representative MOF-592, in which the separation of CO<sub>2</sub> from binary mixture containing N<sub>2</sub> and CO<sub>2</sub> was demonstrated without any loss in performance over three consecutive cycles. Moreover, MOF-590, MOF-591, and MOF-592 exhibited catalytic activity in the one-pot synthesis of styrene carbonate from styrene and CO<sub>2</sub> under mild conditions (1 atm CO<sub>2</sub>, 80 °C, and solvent-free). Among the new materials, MOF-590 revealed a remarkable efficiency with exceptional conversion (96%), selectivity (95%), and yield (91%). </p><br>

A Study on the Rearrangement of Dialkyl 1-Aryl-1-hydroxymethylphosphonates to Benzyl Phosphates

2020 ◽  
Vol 24 (4) ◽  
pp. 465-471 ◽  
Author(s):  
Zita Rádai ◽  
Réka Szabó ◽  
Áron Szigetvári ◽  
Nóra Zsuzsa Kiss ◽  
Zoltán Mucsi ◽  
...  
Keyword(s):  
Quantum Chemical ◽  
Room Temperature ◽  
Phase Transfer ◽  
One Pot ◽  
Substrate Dependence ◽  
Triethylbenzylammonium Chloride ◽  
One Step ◽  
The Pudovik Reaction ◽  
The One ◽  
Solid Liquid

The phospha-Brook rearrangement of dialkyl 1-aryl-1-hydroxymethylphosphonates (HPs) to the corresponding benzyl phosphates (BPs) has been elaborated under solid-liquid phase transfer catalytic conditions. The best procedure involved the use of triethylbenzylammonium chloride as the catalyst and Cs2CO3 as the base in acetonitrile as the solvent at room temperature. The substrate dependence of the rearrangement has been studied, and the mechanism of the transformation under discussion was explored by quantum chemical calculations. The key intermediate is an oxaphosphirane. The one-pot version starting with the Pudovik reaction has also been developed. The conditions of this tandem transformation were the same, as those for the one-step HP→BP conversion.

scholarly journals Clean one-pot multicomponent synthesis of pyrans using a green and magnetically recyclable heterogeneous nanocatalyst

SynOpen ◽  
2021 ◽  
Author(s):  
Mina Ghassemi ◽  
Ali Maleki
Keyword(s):  
Room Temperature ◽  
Significant Loss ◽  
Copper Ferrite ◽  
Multicomponent Synthesis ◽  
Thermo Gravimetric ◽  
Sem Images ◽  
One Pot ◽  
Three Component Reaction ◽  
Ft Ir ◽  
The One

Copper ferrite (CuFe2O4) magnetic nanoparticles (MNPs) were synthesized via thermal decomposition method and applied as a reusable and green catalyst in the synthesis of functionalized 4H-pyran derivatives using malononitrile, an aromatic aldehyde and a β-ketoester in ethanol at room temperature. Then it was characterized by Fourier transform infrared spectroscopy (FT-IR), energy-dispersive X-ray spectroscopy (EDX) analysis, scanning electron microscopy (SEM) images, thermo gravimetric and differential thermo gravimetric (TGA/DTG) analysis. The catalyst was recovered from the reaction mixture by applying an external magnet and decanting the mixture. Recycled catalyst was reused for several times without significant loss in its activity. Running the one-pot three-component reaction at room temperature, no use of eternal energy source and using a green solvent provide benign, mild, and environmentally friendly reaction conditions; as well, ease of catalyst recovering, catalyst recyclability, no use of column chromatography and good to excellent yields are extra advantages of this work.

scholarly journals ZnO-beta zeolite mediated simple and efficient method for the one-pot synthesis of quinoxaline derivatives at room temperature

2010 ◽  
Vol 8 (2) ◽  
pp. 320-325 ◽  
Author(s):  
Santosh Katkar ◽  
Pravinkumar Mohite ◽  
Lakshman Gadekar ◽  
Balasaheb Arbad ◽  
Machhindra Lande
Keyword(s):  
Efficient Method ◽  
Room Temperature ◽  
Environmentally Benign ◽  
Beta Zeolite ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Quinoxaline Derivatives ◽  
The One ◽  
Work Up

AbstractA rapid and an efficient one-pot method for the synthesis of quinoxalines catalysed by ZnO-beta zeolite at room temperature is described. This environmentally benign method provides several advantages over methods that are currently employed such as a simple work-up, mild reaction conditions, good to excellent yields, and a process to recover and reuse the catalyst for several cycles with consistent activity.

Ceric ammonium nitrate (CAN): an efficient and eco-friendly catalyst for the one-pot synthesis of alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methanes at room temperature

RSC Advances ◽  
2015 ◽  
Vol 5 (49) ◽  
pp. 39263-39269 ◽  
Author(s):  
Goutam Brahmachari ◽  
Bubun Banerjee
Keyword(s):  
Ammonium Nitrate ◽  
Room Temperature ◽  
Aqueous Ethanol ◽  
Ceric Ammonium Nitrate ◽  
One Pot ◽  
Alkyl Aryl ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
The One

Ceric ammonium nitrate (CAN)-catalyzed one-pot synthesis of alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methane scaffolds (3a–3u) has been developed via a pseudo three-component reaction in aqueous ethanol at room temperature.

A Series of Metal-Organic Frameworks for Selective CO2 Capture and Catalytic Oxidative Carboxylation of Olefins

2018 ◽  
Author(s):  
Huong T. D. Nguyen ◽  
Y B. N. Tran ◽  
Hung N. Nguyen ◽  
Tranh C. Nguyen ◽  
Felipe Gándara ◽  
...  
Keyword(s):  
Room Temperature ◽  
Gas Adsorption ◽  
New Materials ◽  
One Pot ◽  
Acid Gas ◽  
Naphthalene Diimide ◽  
Styrene Carbonate ◽  
Metal Organic ◽  
Adsorption Of Co ◽  
The One

<p>Three novel lanthanide metal˗organic frameworks (Ln-MOFs), namely MOF-590, -591, and -592 were constructed from a naphthalene diimide tetracarboxylic acid. Gas adsorption measurements of MOF-591 and -592 revealed good adsorption of CO<sub>2</sub> (low pressure, at room temperature) and moderate CO<sub>2</sub> selectivity over N<sub>2</sub> and CH<sub>4</sub>. Accordingly, breakthrough measurements were performed on a representative MOF-592, in which the separation of CO<sub>2</sub> from binary mixture containing N<sub>2</sub> and CO<sub>2</sub> was demonstrated without any loss in performance over three consecutive cycles. Moreover, MOF-590, MOF-591, and MOF-592 exhibited catalytic activity in the one-pot synthesis of styrene carbonate from styrene and CO<sub>2</sub> under mild conditions (1 atm CO<sub>2</sub>, 80 °C, and solvent-free). Among the new materials, MOF-590 revealed a remarkable efficiency with exceptional conversion (96%), selectivity (95%), and yield (91%). </p><br>

Nano-SiO2: a heterogeneous and reusable catalyst for the one-pot synthesis of symmetrical and unsymmetrical 3,3-di(aryl)indolin-2-ones under solvent-free conditions

2016 ◽  
Vol 71 (1) ◽  
pp. 31-36 ◽  
Author(s):  
Kobra Nikoofar ◽  
Zahra Khalili
Keyword(s):  
Room Temperature ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
One Pot ◽  
Nano Sio2 ◽  
One Pot Synthesis ◽  
Solvent Free Conditions ◽  
Magnetic Stirring ◽  
Plausible Mechanism ◽  
The One

AbstractSymmetrical and unsymmetrical 3,3-di(aryl)indolin-2-ones have been synthesized by nano-SiO2 as green, heterogeneous, and reusable catalyst under solvent-free conditions at room temperature via magnetic stirring and grinding methods. A plausible mechanism of condensation has also been presented.

Sign in / Sign up

Export Citation Format

Share Document