Multicomponent Catalytic Synthesis of 1,5-Benzodiazepines: An Update

2020 ◽  
Vol 17 (4) ◽  
pp. 465-484 ◽  
Author(s):  
Rajesh K. Singh ◽  
Sadhna Sharda ◽  
Shikha Sharma ◽  
Sahil Kumar ◽  
Deo Nandan Prasad
Keyword(s):  
Lewis Acids ◽  
Supported Catalysts ◽  
Pharmacological Activities ◽  
One Pot ◽  
Reaction Condition ◽  
Current Review ◽  
Main Motive ◽  
Privileged Structures ◽  
Green Chemical Synthesis ◽  
The One

1,5-Benzodiazepines are considered some of the most vital classes of heterocyclic compounds due to their amazing biological and varied pharmacological activities. They are regarded as privileged structures and therefore have been striking synthetic targets for organic and medicinal chemists over the last decade. This results in the exploration of various silica supported catalysts, Lewis acids, organoacids, magnetic nanoparticles and other miscellaneous catalysts that have been investigated till date for an efficient and green synthesis of 1,5-benzodiazepine and its derivatives. The current review article primarily covers the one-pot green chemical synthesis of 1,5- benzodiazepines using various novel catalysts. The main motive of this review is the assessment of the literature on various catalysts along with their yield, reaction condition, and mechanism of action. In the end, the entire catalysts are structured systematically into various Lewis acids, Bronsted organoacids, supported catalysts, nanocatalysts, and miscellaneous catalysts and are presented in the form of tables for quick ‘at a glance’ study of catalysts, their reaction condition, time taken, etc.

Merging gold catalysis, organocatalytic oxidation, and Lewis acid catalysis for chemodivergent synthesis of functionalized oxazoles from N-propargylamides

2017 ◽  
Vol 53 (75) ◽  
pp. 10366-10369 ◽  
Author(s):  
Shaoyu Mai ◽  
Changqing Rao ◽  
Ming Chen ◽  
Jihu Su ◽  
Jiangfeng Du ◽  
...  
Keyword(s):  
Transition Metal ◽  
Lewis Acid ◽  
Lewis Acids ◽  
Acid Catalysis ◽  
Gold Catalysis ◽  
One Pot ◽  
Catalytic Systems ◽  
One Pot Synthesis ◽  
The One ◽  
Cationic Gold

Novel catalytic systems consisting of cationic gold complexes, N-hydroxyphthalimide (NHPI), and transition-metal-based Lewis acids have been developed for the one-pot synthesis of functionalized oxazoles.

scholarly journals Lanthanide nitrates as Lewis acids in the one-pot synthesis of 1,2,4-oxadiazole derivatives

2012 ◽  
Vol 23 (8) ◽  
pp. 1437-1440 ◽  
Author(s):  
Juliana A. Vale ◽  
Wagner M. Faustino ◽  
Davila de S. Zampieri ◽  
Paulo J. S. Moran ◽  
José A. R. Rodrigues ◽  
...  
Keyword(s):  
Lewis Acids ◽  
One Pot ◽  
One Pot Synthesis ◽  
Oxadiazole Derivatives ◽  
Lanthanide Nitrates ◽  
The One

scholarly journals Bifunctional Heterometallic Metal-Organic Frameworks for Solvent-Free Heterogeneous Cascade Catalysis

Catalysts ◽  
2020 ◽  
Vol 10 (3) ◽  
pp. 309 ◽  
Author(s):  
Mingming Zheng ◽  
Yanxiang Wang ◽  
Pingyun Feng
Keyword(s):  
Lewis Acids ◽  
Active Sites ◽  
Metal Organic Frameworks ◽  
Significant Loss ◽  
Solvent Free ◽  
Knoevenagel Reaction ◽  
One Pot ◽  
Free System ◽  
Metal Organic ◽  
The One

A family of heterometallic metal-organic frameworks (MOFs) (CPM200s) harmoniously coexisting as Lewis acids and base (azo) sites were prepared. Seven CPM200s were employed as multifunctional heterogeneous cascade catalysts for the one-pot deacetalization-Knoevenagel reaction in a solvent-free system. Benefiting from the cooperation between Lewis acids from the open metal sites and base sites from the ligands, the CPM200s showed high activity and selectivity for the tandem reaction. The heterometallic 3D porous framework reported here not only offers a combination of two opposite active sites in the same framework of materials but also increases mass transfer of the substrate, thus maximizing the efficiency and substrate selectivity of the bifunctional catalysts. The CPM200s showed the highest turnover frequency (TOF), outperforming that of the reported MOFs in tandem with the deacetalization-Knoevenagel reaction. A strong correlation between the TOF and charge-to-radius ratio (z/r) of metal ions in the CPM200s was observed for the first time. The bifunctional CPM200s catalysts can be reused five times without significant loss of activity.

scholarly journals ZnS/CuFe2O4: Magnetic Hybrid Nanocomposite to Catalyze the Synthesis of 2,4,5-triaryl-1H-imidazole Derivatives

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 44
Author(s):  
Fereshte Hassanzadeh-Afruzi ◽  
Shahrzad Bahrami ◽  
Ali Maleki
Keyword(s):  
Catalytic Activity ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Cost Effective ◽  
Pharmacological Activities ◽  
One Pot ◽  
Imidazole Derivatives ◽  
The One ◽  
Co Precipitation ◽  
Appreciable Reduction

Integration of nanomaterials is an entirely new method to synthesis efficient catalysts. These compounds provided new characteristics and distinctive application which is not accessible in the single-particle nanostuctures. Although there is little catalytic activity in each component of the hybrid material, their hybrid displays much higher activity. Indeed, the presence of intermediate metal and their oxides in the framework of hybrid catalyst caused a synergistic effect, thus facilitate the organic reaction more effectively. The extensive biochemical and pharmacological activities of imidazole-containing compounds have required the development of efficient methods for synthesizing these compounds, which is a significant topic in organic chemistry. The imidazole nucleus function as a main scaffold for constructing of biologically important molecules. The ZnS/CuFe2O4 magnetic hybrid nanocatalyst was synthesized by a simple co precipitation and characterized by conventional analyses successfully. Synthesized nanocomposite was utilized as a magnetic and heterogeneous catalyst for the one-pot synthesis of 2,4,5-triaryl-1H-imidazole derivatives with condensation of various aromatic aldehydes, benzil and ammonium acetate. The presented method shows some advantages such as mild conditions, good yields, and simple separation of products from the reaction mixture and cost-effective catalyst. The experimental data showed ZnS/CuFe2O4 nanocatalyst were easily separated from the reaction mixture using an external magnetic field and use again five times in subsequent reactions without appreciable reduction in catalytic activity.

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.

An Overview of the One-pot Synthesis of Imidazolines

2020 ◽  
Vol 24 (20) ◽  
pp. 2341-2355
Author(s):  
Thaipparambil Aneeja ◽  
Sankaran Radhika ◽  
Mohan Neetha ◽  
Gopinathan Anilkumar
Keyword(s):  
Asymmetric Catalysis ◽  
Organic Compounds ◽  
Ring Opening ◽  
Ecological Impact ◽  
Chiral Auxiliary ◽  
One Pot ◽  
One Pot Synthesis ◽  
The One ◽  
Synthetic Intermediate ◽  
Heterocyclic Moiety

One-pot syntheses are a simple, efficient and easy methodology, which are widely used for the synthesis of organic compounds. Imidazoline is a valuable heterocyclic moiety used as a synthetic intermediate, chiral auxiliary, chiral catalyst and a ligand for asymmetric catalysis. Imidazole is a fundamental unit of biomolecules that can be easily prepared from imidazolines. The one-pot method is an impressive approach to synthesize organic compounds as it minimizes the reaction time, separation procedures, and ecological impact. Many significant one-pot methods such as N-bromosuccinimide mediated reaction, ring-opening of tetrahydrofuran, triflic anhydrate mediated reaction, etc. were reported for imidazoline synthesis. This review describes an overview of the one-pot synthesis of imidazolines and covers literature up to 2020.

Synthesis and Kinetics of Highly Substituted Piperidines in the Presence of Tartaric Acid as a Catalyst

2018 ◽  
Vol 21 (4) ◽  
pp. 302-311
Author(s):  
Younes Ghalandarzehi ◽  
Mehdi Shahraki ◽  
Sayyed M. Habibi-Khorassani
Keyword(s):  
Ambient Temperature ◽  
Tartaric Acid ◽  
Aromatic Aldehydes ◽  
One Pot ◽  
Rate Determining Step ◽  
State Approximation ◽  
Solvent Free Conditions ◽  
Steady State Approximation ◽  
Absorbance Changes ◽  
The One

Aim & Scope: The synthesis of highly substituted piperidine from the one-pot reaction between aromatic aldehydes, anilines and β-ketoesters in the presence of tartaric acid as a catalyst has been investigated in both methanol and ethanol media at ambient temperature. Different conditions of temperature and solvent were employed for calculating the thermodynamic parameters and obtaining an experimental approach to the kinetics and mechanism. Experiments were carried out under different temperature and solvent conditions. Material and Methods: Products were characterized by comparison of physical data with authentic samples and spectroscopic data (IR and NMR). Rate constants are presented as an average of several kinetic runs (at least 6-10) and are reproducible within ± 3%. The overall rate of reaction is followed by monitoring the absorbance changes of the products versus time on a Varian (Model Cary Bio- 300) UV-vis spectrophotometer with a 10 mm light-path cell. Results: The best result was achieved in the presence of 0.075 g (0.1 M) of catalyst and 5 mL methanol at ambient temperature. When the reaction was carried out under solvent-free conditions, the product was obtained in a moderate yield (25%). Methanol was optimized as a desirable solvent in the synthesis of piperidine, nevertheless, ethanol in a kinetic investigation had none effect on the enhancement of the reaction rate than methanol. Based on the spectral data, the overall order of the reaction followed the second order kinetics. The results showed that the first step of the reaction mechanism is a rate determining step. Conclusion: The use of tartaric acid has many advantages such as mild reaction conditions, simple and readily available precursors and inexpensive catalyst. The proposed mechanism was confirmed by experimental results and a steady state approximation.

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