InCl3·4H2O-promoted green preparation of xanthenedione derivatives in ionic liquids

2005 ◽  
Vol 83 (1) ◽  
pp. 16-20 ◽  
Author(s):  
Xuesen Fan ◽  
Xueyuan Hu ◽  
Xinying Zhang ◽  
Jianji Wang
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Green Synthesis ◽  
Novel Method ◽  
Green Procedure ◽  
Reaction Media ◽  
Operational Simplicity

A green procedure for the synthesis of xanthenedione derivatives (3) through InCl3·4H2O-promoted condensation of aldehydes (1) and 5,5-dimethyl-1,3-cyclohexanedione (2) in ionic liquids is described in this paper. This novel method has such advantages as operational simplicity and environmental benignancy together with enhanced atom utilization. Moreover, the reaction media and the catalyst can be recovered conveniently and reused effectively for at least six times.Key words: ionic liquid, xanthenedione derivatives, indium trichloride, green synthesis.

Synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives promoted by two bis-imidazolium-based ionic liquids

2021 ◽  
Vol 08 ◽  
Author(s):  
Maryam Shirzad ◽  
Mitra Nasiri ◽  
Nader Daneshvar ◽  
Farhad Shirini ◽  
Hassan Tajik
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Knoevenagel Condensation ◽  
Reaction Rates ◽  
Xanthene Derivatives ◽  
Acidic Ionic Liquids ◽  
Dicationic Ionic Liquids ◽  
Acidic Nature ◽  
Work Up ◽  
Reaction Media

Aim and objective: In this work, we have prepared two bis-dicationic ionic liquids with the same cationic core (Bis-imidazole) and different counter-anions using sulfuric acid and perchloric acids. After that, the efficiency and ability of these compounds as catalysts were investigated and compared in the promotion of Knoevenagel condensation and synthesis of benzo[b]pyran derivatives to see the effect of the anionic counter-part in the reaction. Material and method: In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (2.0 mmol) and the desired amount of the mentioned acidic ionic liquids was heated at 90°C in the absence of solvent (Reaction A) or In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (1.0 mmol), malononitrile, (1.1 mmol) and optimized amounts of the ionic liquid in water (3.0 mL) was heated at 80°C (Reaction B) for the appropriated time. After the completion of the reactions which were monitored by TLC (n-hexane: EtOAc; 3:1), 10 mL of water was added and the mixture was stirred for 2 minutes. Then, the products were separated by filtration and were washed several times with water. After drying, the pure products were obtained while there was no need to further. Results: Comparison of the obtained results from both of the ionic liquids revealed that [H2-Bisim][HSO4]2 because of its more acidic structure had a more catalytic activity for the preparation of 1,8-dioxo-octahydro-xanthene derivatives but [H2-Bisim][ClO4]2 was relatively more efficient for the synthesis of tetrahydrobenzo[b]pyran derivatives since the stronger acidic nature of [H2-Bisim][HSO4]2 may prevent the simple activation of malononitrile in the reaction media. Conclusion: In this study, we have introduced efficient methods for the synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives in the presence of catalytic amounts of [H2-Bisim][ClO4]2 and [H2-Bisim][HSO4]2 These methods have several advantages such as ease of preparation and handling of the catalysts, high reaction rates, excellent yields, eco-friendly procedures and simple work-up.

A facile, environmentally friendly synthesis of strong photo-emissive methylammonium lead bromide perovskite nanocrystals enabled by ionic liquids

2020 ◽  
Vol 22 (11) ◽  
pp. 3433-3440 ◽  
Author(s):  
Minh Tam Hoang ◽  
Ngoc Duy Pham ◽  
Yang Yang ◽  
Vincent Tiing Tiong ◽  
Chao Zhang ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Green Synthesis ◽  
Environmentally Friendly ◽  
Perovskite Nanocrystals ◽  
Practical Applications ◽  
Lead Bromide

An ionic liquid-based green synthesis of perovskite nanocrystals towards practical applications.

Ionic Liquid Promoted Eco-friendly and Efficient Synthesis of Six-membered Npolyheterocycles

2018 ◽  
Vol 15 (8) ◽  
pp. 1124-1146 ◽  
Author(s):  
Navjeet Kaur
Keyword(s):  
Organic Chemistry ◽  
Ionic Liquid ◽  
Ionic Liquids ◽  
Organic Solvents ◽  
Review Article ◽  
Environmentally Benign ◽  
Wide Range ◽  
Catalyzed Reactions ◽  
Metal Catalyzed ◽  
Reaction Media

Background: The synthesis of N-polyheterocycles by environmentally benign method is highly attractive but challenging proposition. New strategies have been developed for the preparation of polycyclic heterocycles in the last decades. In this review article, the synthesis of nitrogen containing six-membered polycyclic heterocyclic compounds is presented with the application of ionic liquids. This contribution focuses on the literature related to the total synthesis of six-membered N-polyheterocycles. Objective: Ionic liquids not only acted as environmentally benign reaction media but also as catalysts which afforded the very promising replacements of traditional molecular solvents in organic chemistry due to their stability, non-flammability, non-volatility and ease of recyclability. Ionic liquids are utilized in metal catalyzed reactions in place of organic solvents in the last years. It has attracted considerable attention in recent years. Ionic liquids acted as alternatives of organic solvents and these ILs are environment friendly. Conclusion: In the area of green chemistry ionic liquid assisted synthesis is a very promising technique which afforded a flexible platform for the formation of heterocycles. The influence of ILs on the development of efficient and new synthetic protocols over the last decade for the construction of N-polyheterocycles is featured in this review article. These synthetic strategies will continue to attract more attention and will find a wide range of applications in organic synthesis. In conclusion, ionic liquids assisted syntheses have become an efficient and powerful tool in organic chemistry quickly.

A Phosphine-mediated Synthesis of 2,3,4,5-tetra-substituted Nhydroxypyrroles from α-oximino Ketones and Dialkyl Acetylenedicarboxylates Under Ionic Liquid Green-media

2018 ◽  
Vol 21 (1) ◽  
pp. 14-18
Author(s):  
Ashraf S. Shahvelayati ◽  
Maryam Ghazvini ◽  
Khadijeh Yadollahzadeh ◽  
Akram S. Delbari
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Organic Solvents ◽  
Condensation Reaction ◽  
Reaction Medium ◽  
Sustainable Chemistry ◽  
Polyfunctional Compounds ◽  
High Yields ◽  
Work Up ◽  
Reaction Media

Background: The development of multicomponent reactions (MCRs) in the presence of task-specific ionic liquids (ILs), used not only as environmentally benign reaction media, but also as catalysts, is a new approach that meet with the requirements of sustainable chemistry. In recent years, the use of ionic liquids as a green media for organic synthesis has become a chief study area. This is due to their unique properties such as non-volatility, non-flammability, chemical and thermal stability, immiscibility with both organic compounds and water and recyclability. Ionic liquids are used as environmentally friendly solvents instead of hazardous organic solvents. Objective: We report the condensation reaction between α-oximinoketone and dialkyl acetylene dicarboxylate in the presence of triphenylphosphine to afford substituted pyrroles under ionic liquid conditions in good yields. Result: Densely functionalized pyrroles was easily prepared from reaction of α-oximinoketones, dialkyl acetylene dicarboxylate in the presence of triphenylphosphine in a quantitative yield under ionic liquid conditions at room temperature. Conclusion: In conclusion, ionic liquids are indicated as a useful and novel reaction medium for the selective synthesis of functionalized pyrroles. This reaction medium can replace the use of hazardous organic solvents. Easy work-up, synthesis of polyfunctional compounds, decreased reaction time, having easily available-recyclable ionic liquids, and good to high yields are advantages of present method.

Green Biodiesel Production Catalyzed by Basic Ionic Liquid

2013 ◽  
Vol 291-294 ◽  
pp. 379-382 ◽  
Author(s):  
Yong Gang Guo ◽  
Bao Hua Huang ◽  
Na Shi ◽  
Xiao Zhong Ma ◽  
Yan Ping Huo ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Microwave Irradiation ◽  
Processing Time ◽  
Biodiesel Production ◽  
Efficient Catalyst ◽  
Basic Ionic Liquid ◽  
Alkyl Side Chains ◽  
Biphasic Systems ◽  
Operational Simplicity

Transesterification were carried out under microwave irradiation conditions and the effects of imidazolium hydroxide with different branched alkyl side-chains ([Cnmim]OH, n = 2, 3, 4) were investigated. The results showed that less than conventional amount of NaOH, and the alkaline ionic liquids formed clearly biphasic systems immediately after the transesterification of soybean oil with methanol was finished. The method offers significant improvement over conventional techniques in terms of operational simplicity, processing time reduction and excellent yields. Among the imidazolium salts studied, [C2mim]OH proved to be the most efficient catalyst, affording 96 % yield.

Green Synthesis of Liquid Crystal Intermediates the Preparation of Phenylacetylenes in Ionic Liquids

2010 ◽  
Vol 428-429 ◽  
pp. 46-51
Author(s):  
Bao You Liu ◽  
Hui Long Yang ◽  
Yi Ping Wang ◽  
Yuan Yuan Wang ◽  
Zhi Jie Wu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Liquid Crystal ◽  
Green Synthesis ◽  
Sonogashira Coupling ◽  
Terminal Alkynes ◽  
Mild Conditions ◽  
Substituted Acetylenes

Sonogashira coupling of phenylacetylenes with phenyl iodides in 1-butyl-3-methyl- imidazolium bromide (BMImBr) was explored. Using CuI/Pd(PPh3)4 as a catalyst and Im as the base, the expected substituted acetylenes were obtained with good to excellent yields (61%-95%) under mild conditions (4h, 60oC). After the product was isolated, the left ionic liquid can been readily recovered and reused in the subsquent runs with almost the same efficiency. The reactivity of different iodoarenes with terminal alkynes was also discussed.

Ionic Liquids in Asymmetric Synthesis: An Overall View from Reaction Media to Supported Ionic Liquid Catalysis

ChemCatChem ◽  
2018 ◽  
Vol 10 (15) ◽  
pp. 3173-3205 ◽  
Author(s):  
Babak Karimi ◽  
Mina Tavakolian ◽  
Maryam Akbari ◽  
Fariborz Mansouri
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Asymmetric Synthesis ◽  
Supported Ionic Liquid ◽  
Reaction Media

Green Synthesis of Poly(ρ-Dioxanone)-Modified Cellulose by Lipase-Catalyzed Ring-Opening Polymerization in Ionic Liquid

2012 ◽  
Vol 581-582 ◽  
pp. 100-103
Author(s):  
Jiang Zhu ◽  
Xiu Li Wang
Keyword(s):  
Thermal Stability ◽  
Ionic Liquid ◽  
Green Synthesis ◽  
1H Nmr ◽  
Ring Opening ◽  
Graft Copolymerization ◽  
Ring Opening Polymerization ◽  
Ft Ir ◽  
Reaction Media ◽  
Modified Cellulose

A new cellulose graft copolymer was synthesized by the lipase-catalyzed ring-opening polymerization of ρ-dioxanone (PDO) onto cellulose in 1-N-butyl-3-methylimidazolium chloride ([Bmim]Cl). The structure of the copolymer was characterized by FT-IR and 1H-NMR. The obtained copolymers exhibited the different thermal stability by TGA after the graft copolymerization. The reaction media applied can be easily recycled and reused.

Green synthesis of dipyrromethanes in aqueous media catalyzed by SO3H-functionalized ionic liquid

2016 ◽  
Vol 14 (4) ◽  
pp. 1302-1310 ◽  
Author(s):  
W. Senapak ◽  
R. Saeeng ◽  
J. Jaratjaroonphong ◽  
T. Kasemsuk ◽  
U. Sirion
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Green Synthesis ◽  
Room Temperature ◽  
Aqueous Media ◽  
Functionalized Ionic Liquid ◽  
Metal Free

A mild, efficient and metal-free method was described for the green synthesis of dipyrromethanes from aldehydes and unsubstituted pyrrole catalyzed by SO3H-functionalized ionic liquids (SO3H-ILs) in aqueous media at room temperature.

Chlorosulfonic acid supported diethylamine ionic liquid catalyzed green synthesis of novel 2-mercaptonaphthalen-1-yl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enones under neat conditions

RSC Advances ◽  
2015 ◽  
Vol 5 (44) ◽  
pp. 35267-35273 ◽  
Author(s):  
Mudumala Veeranarayana Reddy ◽  
Gangireddy Chandra Sekhar Reddy ◽  
Reddi Mohan Naidu Kalla ◽  
Yeon Tae Jeong
Keyword(s):  
Ionic Liquid ◽  
Green Synthesis ◽  
Chlorosulfonic Acid ◽  
Solvent Free ◽  
Solvent Free Conditions ◽  
Green Procedure

An efficient and green procedure for the synthesis of 2-mercaptonaphthalen-1-yl)methyl)-3-hydroxy-5,5-dimethylcyclohex-2-enones catalysed by green ionic liquid (DEACSAIL) under solvent-free conditions has been developed.

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