scholarly journals Deep eutectic solvents and glycerol: a simple, environmentally benign and efficient catalyst/reaction media for synthesis ofN-aryl phthalimide derivatives

2012 ◽  
Vol 5 (4) ◽  
pp. 487-533 ◽  
Author(s):  
Hyacintha Rennet Lobo ◽  
Balvant Shyam Singh ◽  
Ganapati Subray Shankarling
Keyword(s):  
Deep Eutectic Solvents ◽  
Environmentally Benign ◽  
Efficient Catalyst ◽  
Reaction Media

scholarly journals Regiodivergent synthesis of functionalized pyrimidines and imidazoles through phenacyl azides in deep eutectic solvents

2020 ◽  
Vol 16 ◽  
pp. 1915-1923 ◽  
Author(s):  
Paola Vitale ◽  
Luciana Cicco ◽  
Ilaria Cellamare ◽  
Filippo M Perna ◽  
Antonio Salomone ◽  
...  
Keyword(s):  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Environmentally Benign ◽  
Pyrimidine Derivatives ◽  
Reaction Media

We report that phenacyl azides are key compounds for a regiodivergent synthesis of valuable, functionalized imidazole (32–98% yield) and pyrimidine derivatives (45–88% yield), with a broad substrate scope, when using deep eutectic solvents [choline chloride (ChCl)/glycerol (1:2 mol/mol) and ChCl/urea (1:2 mol/mol)] as environmentally benign and non-innocent reaction media, by modulating the temperature (25 or 80 °C) in the presence or absence of bases (Et3N).

Naturally Occurring Organic Acid-catalyzed Facile Diastereoselective Synthesis of Biologically Active (E)-3-(arylimino)indolin-2-one Derivatives in Water at Room Temperature

2019 ◽  
Vol 23 (16) ◽  
pp. 1778-1788 ◽  
Author(s):  
Gurpreet Kaur ◽  
Arvind Singh ◽  
Kiran Bala ◽  
Mamta Devi ◽  
Anjana Kumari ◽  
...  
Keyword(s):  
Room Temperature ◽  
Biologically Active ◽  
Environmentally Benign ◽  
Diastereoselective Synthesis ◽  
Substituted Anilines ◽  
Reaction Conditions ◽  
Naturally Occurring ◽  
Acid Catalyzed ◽  
Reaction Media ◽  
Column Chromatographic

A simple, straightforward and efficient method has been developed for the synthesis of (E)-3-(arylimino)indolin-2-one derivatives and (E)-2-((4-methoxyphenyl)imino)- acenaphthylen-1(2H)-one. The synthesis of these biologically-significant scaffolds was achieved from the reactions of various substituted anilines and isatins or acenaphthaquinone, respectively, using commercially available, environmentally benign and naturally occurring organic acids such as mandelic acid or itaconic acid as catalyst in aqueous medium at room temperature. Mild reaction conditions, energy efficiency, good to excellent yields, environmentally benign conditions, easy isolation of products, no need of column chromatographic separation and the reusability of reaction media are some of the significant features of the present protocol.

Separation of phenols from oils using deep eutectic solvents and ionic liquids

2020 ◽  
Vol 92 (10) ◽  
pp. 1717-1731
Author(s):  
Yucui Hou ◽  
Zhi Feng ◽  
Jaime Ruben Sossa Cuellar ◽  
Weize Wu
Keyword(s):  
Ionic Liquids ◽  
Phenolic Compounds ◽  
High Efficiency ◽  
Deep Eutectic Solvents ◽  
Environmentally Benign ◽  
Organic Chemical ◽  
Environmental Friendliness ◽  
Oil Mixtures ◽  
Organic Chemical Industry

AbstractPhenolic compounds are important basic materials for the organic chemical industry, such as pesticides, medicines and preservatives. Phenolic compounds can be obtained from biomass, coal and petroleum via pyrolysis and liquefaction, but they are mixtures in oil. The traditional methods to separate phenols from oil using alkaline washing are not environmentally benign. To solve the problems, deep eutectic solvents (DESs) and ionic liquids (ILs) have been developed to separate phenols from oil, which shows high efficiency and environmental friendliness. In this article, we summarized the properties of DESs and ILs and the applications of DESs and ILs in the separation of phenols and oil. There are two ways in which DESs and ILs are used in these applications: (1) DESs formed in situ using different hydrogen bonding acceptors including quaternary ammonium salts, zwitterions, imidazoles and amides; (2) DESs and ILs used as extractants. The effect of water on the separation, mass transfer dynamics in the separation process, removal of neutral oil entrained in DESs, phase diagrams of phenol + oil + extractant during extraction, are also discussed. In the last, we analyze general trends for the separation and evaluate the problematic or challenging aspects in the separation of phenols from oil mixtures.

scholarly journals Investigation of Base-free Copper-Catalysed Azide–Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media

2021 ◽  
Author(s):  
Salvatore V. Giofrè ◽  
Matteo Tiecco ◽  
Angelo Ferlazzo ◽  
Roberto Romeo ◽  
Gianluca Ciancaleoni ◽  
...  
Keyword(s):  
Low Temperatures ◽  
Materials Science ◽  
Cycloaddition Reaction ◽  
Deep Eutectic Solvents ◽  
Green Solvents ◽  
Experimental Conditions ◽  
Active Reaction ◽  
Natural Deep Eutectic Solvents ◽  
Catalytic Intermediates ◽  
Reaction Media

<p>The click cycloaddition reaction of azides and alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology and materials science. In this work, a set of Natural Deep Eutectic Solvents (NADESs) as green and “active” reaction media, has been investigated in the copper-catalysed azide–alkyne cycloaddition reactions (CuAAc). The use of these innovative solvents has shown to improve the reaction effectiveness, giving excellent yields. NADESs proved to be “active” in these transformations for the absence of added bases in all the performed reactions and in several cases, for their reducing capabilities. The reactions outcomes were rationalized by DFT calculations which demonstrated the involvement of H-bonds between DESs and alkynes as well as a stabilization of copper catalytic intermediates. The green experimental conditions, namely the absence of a base, the low temperatures, the lowering of reagents and the possibility of recycling of the green solvents, outline the great potential of NADESs for CuAAc and in general, for green organic synthesis. </p>

scholarly journals Deep Eutectic Solvents as Smart Cosubstrate in Alcohol Dehydrogenase-Catalyzed Reductions

Catalysts ◽  
2020 ◽  
Vol 10 (9) ◽  
pp. 1013
Author(s):  
Santiago Nahuel Chanquia ◽  
Lei Huang ◽  
Guadalupe García Liñares ◽  
Pablo Domínguez de María ◽  
Selin Kara
Keyword(s):  
Alcohol Dehydrogenase ◽  
Thermodynamic Equilibrium ◽  
Choline Chloride ◽  
Deep Eutectic Solvents ◽  
Cofactor Regeneration ◽  
The Novel ◽  
Cinnamyl Alcohol ◽  
Maximum Productivity ◽  
Reaction Media ◽  
Reduction Of Ketones

Alcohol dehydrogenase (ADH) catalyzed reductions in deep eutectic solvents (DESs) may become efficient and sustainable alternatives to afford alcohols. This paper successfully explores the ADH-catalyzed reduction of ketones and aldehydes in a DES composed of choline chloride and 1,4-butanediol, in combination with buffer (Tris-HCl, 20% v/v). 1,4-butanediol (a DES component), acts as a smart cosubstrate for the enzymatic cofactor regeneration, shifting the thermodynamic equilibrium to the product side. By means of the novel DES media, cyclohexanone reduction was optimized to yield maximum productivity with low enzyme amounts (in the range of 10 g L−1 d−1). Notably, with the herein developed reaction media, cinnamaldehyde was reduced to cinnamyl alcohol, an important compound for the fragrance industry, with promising high productivities of ~75 g L−1 d−1.

scholarly journals Recent Progress of Cu-Catalyzed Azide-Alkyne Cycloaddition Reactions (CuAAC) in Sustainable Solvents: Glycerol, Deep Eutectic Solvents, and Aqueous Media

Molecules ◽  
2020 ◽  
Vol 25 (9) ◽  
pp. 2015 ◽  
Author(s):  
Noel Nebra ◽  
Joaquín García-Álvarez
Keyword(s):  
Recent Progress ◽  
Copper Catalyst ◽  
Aqueous Media ◽  
Deep Eutectic Solvents ◽  
Dipolar Cycloaddition ◽  
Green Solvents ◽  
Sustainable Solvents ◽  
Volatile Organic ◽  
Water Glycerol ◽  
Reaction Media

This mini-review presents a general overview of the progress achieved during the last decade on the amalgamation of CuAAC processes (copper-catalyzed azide-alkyne cycloaddition) with the employment of sustainable solvents as reaction media. In most of the presented examples, the use of water, glycerol (Gly), or deep eutectic solvents (DESs) as non-conventional reaction media allowed not only to recycle the catalytic system (thus reducing the amount of the copper catalyst needed per mole of substrate), but also to achieve higher conversions and selectivities when compared with the reaction promoted in hazardous and volatile organic solvents (VOCs). Moreover, the use of the aforementioned green solvents also permits the improvement of the overall sustainability of the Cu-catalyzed 1,3-dipolar cycloaddition process, thus fulfilling several important principles of green chemistry.

scholarly journals Organocatalytic Asymmetric Conjugate Addition of Aldehydes to Maleimides and Nitroalkenes in Deep Eutectic Solvents

Molecules ◽  
2019 ◽  
Vol 24 (22) ◽  
pp. 4058 ◽  
Author(s):  
Alejandro Torregrosa-Chinillach ◽  
Alba Sánchez-Laó ◽  
Elisa Santagostino ◽  
Rafael Chinchilla
Keyword(s):  
Primary Amine ◽  
Room Temperature ◽  
Deep Eutectic Solvents ◽  
Conjugate Addition ◽  
Reaction Media

A chiral primary amine-salicylamide is used as an organocatalyst for the enantioselective conjugate addition of α,α-disubstituted aldehydes to maleimides and nitroalkenes. The reactions are performed in deep eutectic solvents as reaction media at room temperature, leading to the corresponding adducts with enantioselectivities up to 88% (for maleimides) and 80% (for nitroalkenes). Catalyst and solvent can be recovered and reused.

Sign in / Sign up

Export Citation Format

Share Document