scholarly journals Experimental investigation on the correlation between the physicochemical properties and catalytic activity of six DESs in Kabachnik-Fields reaction

2020 ◽  
Author(s):  
Shaibuna Machingal ◽  
Sreekumar Krishnapillai
Keyword(s):  
Physicochemical Properties ◽  
Deep Eutectic Solvent ◽  
Reaction Medium ◽  
Deep Eutectic Solvents ◽  
One Pot ◽  
Dimethyl Phosphite ◽  
Type Iv ◽  
Short Period ◽  
Regular Work ◽  
Work Up

Physicochemical properties of six Type IV- Deep eutectic solvents formed from ZrOCl2.8H2O/ CeCl3.7H2O   with urea, ethylene glycol & glycerol were compared. The study was performed by correlating the properties of DESs with their activity in Kabachnik-Fields reaction. Among the six DESs, lower density, viscosity, higher acidity & thermal stability were observed for DES 1(Deep eutectic solvent developed from ZrOCl2.8H2O and urea at 1: 5 ratio) and is reported as an excellent catalyst and reaction medium for the productive synthesis of α-aminophosphonates within a short period of time. One pot reaction of an aldehyde, dimethyl phosphite and amine (Kabachnik-Fields/ Phospha-Mannich reaction) took place at room temperature to give the corresponding α-aminophosphonates in good yield and the precipitation of these products in to water avoided the regular work up process. Catalyst was recycled up to five times without any loss in its activity.

One step preparation of ‘ready to use’ Au@Pd nanoparticle modified surface using deep eutectic solvents and a study of its electrocatalytic properties in methanol oxidation reaction

2015 ◽  
Vol 3 (6) ◽  
pp. 3019-3028 ◽  
Author(s):  
Anu Renjith ◽  
V. Lakshminarayanan
Keyword(s):  
Methanol Oxidation ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
Methanol Oxidation Reaction ◽  
Shell Nanoparticles ◽  
One Pot ◽  
Electrocatalytic Properties ◽  
Pd Nanoparticle ◽  
One Step ◽  
Core Shell Nanoparticles

A facile one pot synthesis and in situ electrodeposition of Au–Pd core–shell nanoparticles (Au@Pd NPs) could be achieved in a deep eutectic solvent. The fabricated Au@Pd NPs modified graphite showed superior electrocatalytic properties for methanol oxidation at low activation energies.

Deep Eutectic Solvents: An Alternative Medium for the Preparation of Organosulfur Compounds

2020 ◽  
Vol 7 (2) ◽  
pp. 179-200
Author(s):  
Daniela Hartwig ◽  
José E.R. Nascimento ◽  
Luana Bettanin ◽  
Thalita F. B. Aquino ◽  
Raquel G. Jacob ◽  
...  
Keyword(s):  
Low Cost ◽  
Deep Eutectic Solvent ◽  
Deep Eutectic Solvents ◽  
High Viscosity ◽  
Organic Reactions ◽  
Organosulfur Compounds ◽  
Aromatic Substitution ◽  
Substitution Reactions ◽  
One Pot ◽  
Synthetic Intermediates

Deep Eutectic Solvent (DES) as a “green solvent” has been used as an alternative to replace Volatile Organic Compounds (VOCs) and traditional Ionic Liquids (ILs). In recent years, DES has gained much attention due to its excellent properties such as low cost, easy preparation, high viscosity, low vapor pressure, low volatility, high thermal stability, biodegradability and non-toxicity, among others. Other classes of compounds with increased interest are organosulfur compounds due to their applicability as synthetic intermediates in organic reactions and their high importance in pharmaceutical and agrochemical industries. This review describes the recent advances in the preparation of organosulfur compounds using DES as an alternative solvent, focusing on several types of organic reactions, including aromatic substitution reactions (SNAr), condensation, cyclocondensation, cyclization, ring-opening, thia-Michael addition, one-pot reactions and heterocyclodehydrations.

scholarly journals Green Synthesis of Privileged Benzimidazole Scaffolds Using Active Deep Eutectic Solvent

Molecules ◽  
2019 ◽  
Vol 24 (16) ◽  
pp. 2885 ◽  
Author(s):  
Maria Luisa Di Gioia ◽  
Roberta Cassano ◽  
Paola Costanzo ◽  
Natividad Herrera Cano ◽  
Loredana Maiuolo ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Pharmaceutical Industry ◽  
Deep Eutectic Solvent ◽  
Reaction Medium ◽  
Building Blocks ◽  
Synthetic Methods ◽  
Benzimidazole Derivatives ◽  
The Face ◽  
Analgesic Activities ◽  
Work Up

The exploitation and use of alternative synthetic methods, in the face of classical procedures that do not conform to the ethics of green chemistry, represent an ever-present problem in the pharmaceutical industry. The procedures for the synthesis of benzimidazoles have become a focus in synthetic organic chemistry, as they are building blocks of strong interest for the development of compounds with pharmacological activity. Various benzimidazole derivatives exhibit important activities such as antimicrobial, antiviral, anti-inflammatory, and analgesic activities, and some of the already synthesized compounds have found very strong applications in medicine praxis. Here we report a selective and sustainable method for the synthesis of 1,2-disubstituted or 2-substituted benzimidazoles, starting from o-phenylenediamine in the presence of different aldehydes. The use of deep eutectic solvent (DES), both as reaction medium and reagent without any external solvent, provides advantages in terms of yields as well as in the work up procedure of the reaction.

Deep eutectic solvent based on choline chloride and malonic acid as an efficient and reusable catalytic system for one-pot synthesis of functionalized pyrroles

RSC Advances ◽  
2015 ◽  
Vol 5 (10) ◽  
pp. 7720-7728 ◽  
Author(s):  
Hai-Chuan Hu ◽  
Yu-Heng Liu ◽  
Bao-Le Li ◽  
Zhen-Shui Cui ◽  
Zhan-Hui Zhang
Keyword(s):  
Catalytic System ◽  
Malonic Acid ◽  
Choline Chloride ◽  
Deep Eutectic Solvent ◽  
Reaction Medium ◽  
One Pot ◽  
Dicarbonyl Compounds ◽  
One Pot Synthesis

Deep eutectic solvent (DES) based on choline chloride and malonic acid was applied as catalyst and reaction medium for synthesis of pyrroles by one-pot, four-component reaction of amines, aldehydes, 1,3-dicarbonyl compounds and nitromethane.

One-pot extraction combined with metal-free photochemical aerobic oxidative desulfurization in deep eutectic solvent

2015 ◽  
Vol 17 (4) ◽  
pp. 2464-2472 ◽  
Author(s):  
Wenshuai Zhu ◽  
Chao Wang ◽  
Hongping Li ◽  
Peiwen Wu ◽  
Suhang Xun ◽  
...  
Keyword(s):  
Deep Eutectic Solvent ◽  
Oxidative Desulfurization ◽  
Deep Eutectic Solvents ◽  
One Pot ◽  
Metal Free ◽  
Deep Desulfurization

One-pot extraction combined with the metal-free photochemical aerobic oxidative deep-desulfurization of fuels in deep eutectic solvents was successfully achieved.

scholarly journals Multicomponent synthesis of sulfonamides from triarylbismuthines, nitro compounds and sodium metabisulfite in deep eutectic solvents

2019 ◽  
Vol 21 (15) ◽  
pp. 4127-4132 ◽  
Author(s):  
Xavier Marset ◽  
Javier Torregrosa-Crespo ◽  
Rosa M. Martínez-Espinosa ◽  
Gabriela Guillena ◽  
Diego J. Ramón
Keyword(s):  
Deep Eutectic Solvent ◽  
Reaction Medium ◽  
Deep Eutectic Solvents ◽  
Nitro Compounds ◽  
Sodium Metabisulfite ◽  
Multicomponent Synthesis

A sustainable synthesis of sulfonamides using a copper-catalysed process starting from triarylbismuthines, Na2S2O5 and nitro compounds in a Deep Eutectic Solvent (DES) as a reaction medium is described.

scholarly journals An economical and safe procedure to synthesize 2-hydroxy-4-pentynoic acid: A precursor towards ‘clickable’ biodegradable polylactide

2014 ◽  
Vol 10 ◽  
pp. 1365-1371 ◽  
Author(s):  
Quanxuan Zhang ◽  
Hong Ren ◽  
Gregory L Baker
Keyword(s):  
High Risk ◽  
Physicochemical Properties ◽  
Functional Groups ◽  
Explosive Decomposition ◽  
Safe Procedure ◽  
Propargyl Bromide ◽  
Synthetic Route ◽  
One Pot ◽  
Organic Azides ◽  
Work Up

2-Hydroxy-4-pentynoic acid (1) is a key intermediate towards ‘clickable’ polylactide which allows for efficient introduction of a broad range of pendant functional groups onto polymers from a single monomer via convenient ‘click’ chemistry with organic azides. The incorporation of various pendant functional groups could effectively tailor the physicochemical properties of polylactide. The reported synthesis of 1 started from propargyl bromide and ethyl glyoxylate. However, both of starting materials are expensive and unstable; especially, propargyl bromide is shock-sensitive and subjected to thermal explosive decomposition, which makes the preparation of 1 impractical with high cost and high risk of explosion. Herein, we report a simple, economical and safe synthetic route to prepare 1 using cheap and commercially available diethyl 2-acetamidomalonate (4) and propargyl alcohol. The desired product 1 was obtained via alkylation of malonate 4 with propargyl tosylate followed by a one-pot four-step sequence of hydrolysis, decarboxylation, diazotization and hydroxylation of propargylic malonate 5 without work-up of any intermediate.

scholarly journals Green Synthesis of Privileged Benzimidazole Scaffolds using Active Deep Eutectic Solvent

2019 ◽  
Author(s):  
Maria Luisa Di Gioia ◽  
Roberta Cassano ◽  
Paola Costanzo ◽  
Natividad Herrera Cano ◽  
Loredana Maiuolo ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Pharmaceutical Industry ◽  
Green Chemistry ◽  
Deep Eutectic Solvent ◽  
Reaction Medium ◽  
Building Blocks ◽  
Synthetic Methods ◽  
Benzimidazole Derivatives ◽  
The Face ◽  
Work Up

The exploitation and use of alternative synthetic methods, in the face of classical procedures that do not conform to the ethics of Green Chemistry, represent an ever present problem in pharmaceutical industry. The procedures for the synthesis of benzimidazoles have become a focus in synthetic organic chemistry, as they are building blocks of strong interest for the development of compounds with pharmacological activity. Various benzimidazole derivatives exhibit important activities such as antimicrobial, antiviral, anti-inflammatory and analgesic and some of the already synthesized compounds have found very strong application in medicine praxis. Here we report a selective and sustainable method for the synthesis of 1,2-disubstituted or 2-substituted benzimidazoles, starting from o-phenylenediamine in the presence of different aldehydes. The use of deep eutectic solvent (DES) both as reaction medium and reagent without any external solvent provides advantages in terms of yields as well as in the work up procedure of the reaction.

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

scholarly journals Amino Acids as the Potential Co-Former for Co-Crystal Development: A Review

Molecules ◽  
2021 ◽  
Vol 26 (11) ◽  
pp. 3279
Author(s):  
Ilma Nugrahani ◽  
Maria Anabella Jessica
Keyword(s):  
Amino Acids ◽  
Physicochemical Properties ◽  
Deep Eutectic Solvent ◽  
Strong Interactions ◽  
Green Method ◽  
Pharmaceutical Ingredients ◽  
Gastrointestinal Fluid ◽  
Non Covalent Interactions ◽  
Natural Deep Eutectic Solvent ◽  
Covalent Interactions

Co-crystals are one of the most popular ways to modify the physicochemical properties of active pharmaceutical ingredients (API) without changing pharmacological activity through non-covalent interactions with one or more co-formers. A “green method” has recently prompted many researchers to develop solvent-free techniques or minimize solvents for arranging the eco-friendlier process of co-crystallization. Researchers have also been looking for less-risk co-formers that produce the desired API’s physicochemical properties. This review purposed to collect the report studies of amino acids as the safe co-former and explored their advantages. Structurally, amino acids are promising co-former candidates as they have functional groups that can form hydrogen bonds and increase stability through zwitterionic moieties, which support strong interactions. The co-crystals and deep eutectic solvent yielded from this natural compound have been proven to improve pharmaceutical performance. For example, l-glutamine could reduce the side effects of mesalamine through an acid-base stabilizing effect in the gastrointestinal fluid. In addition, some amino acids, especially l-proline, enhances API’s solubility and absorption in its natural deep eutectic solvent and co-crystals systems. Moreover, some ionic co-crystals of amino acids have also been designed to increase chiral resolution. Therefore, amino acids are safe potential co-formers, which are suitable for improving the physicochemical properties of API and prospective to be developed further in the dosage formula and solid-state syntheses.

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