Application of Triphenylammonium Tricyanomethanide as an Efficient and Recyclable Nanostructured Molten-Salt Catalyst for the Synthesis of N-Benzylidene-2-arylimidazo[1,2-a]pyridin-3-amines

Triphenylammonium tricyanomethanide (Ph3NH)[C(CN)3] was synthesized and used as an efficient and recyclable nanostructured molten-salt (NMS) catalyst for the synthesis of N-benzylidene-2-arylimidazo[1,2-a]pyridin-3-amines by the reaction of various (het)aryl aldehydes with trimethylsilyl cyanide and pyridin-2-amine under solvent-free conditions at 50 °C. The NMS catalyst could be simply recycled and reused several times without significant loss of its catalytic activity.

Download Full-text

LiHSO4/SiO2as a New, Efficient and Reusable Catalytic System for the Chemoselective Conversion of Aldehydes to Acylals under Solvent-Free Conditions

E-Journal of Chemistry ◽

10.1155/2009/953175 ◽

2009 ◽

Vol 6 (s1) ◽

pp. S390-S396 ◽

Cited By ~ 2

Author(s):

Abdolkarim Zare ◽

Alireza Hasaninejad ◽

Esmael Rostami ◽

Ahmad Reza Moosavi-Zare ◽

Maria Merajoddin ◽

...

Keyword(s):

Catalytic Activity ◽

Acetic Anhydride ◽

Catalytic System ◽

Catalytic Amount ◽

Significant Loss ◽

Solvent Free ◽

Reaction Conditions ◽

Highly Efficient ◽

Solvent Free Conditions

A highly efficient, green and expeditious solvent-free method is described for the chemoselective conversion of aldehydes to the corresponding acylals in excellent yields, using acetic anhydride in the presence of catalytic amount (20 mol%) of silica-supported LiHSO4. Ketones does not react under these reaction conditions. LiHSO4/SiO2can be recovered and reused without any significant loss of its catalytic activity.

Download Full-text

H4SiW12O40Catalyzed One-Pot Synthesis of 12-Aryl-8,9,10,12-tetrahydrobenzo[a] Xanthen-11-ones Under Solvent-Free Conditions

E-Journal of Chemistry ◽

10.1155/2012/930251 ◽

2012 ◽

Vol 9 (2) ◽

pp. 786-790 ◽

Cited By ~ 5

Author(s):

A. Hassankhani ◽

E. Mosaddegh ◽

S. Y. Ebrahimipour

Keyword(s):

Catalytic Activity ◽

Solvent Free ◽

Environmentally Benign ◽

Reusable Catalyst ◽

High Catalytic Activity ◽

One Pot ◽

Aryl Aldehydes ◽

One Pot Synthesis ◽

Solvent Free Conditions ◽

The One

An efficient and environmentally benign protocol for the one-pot, three-component synthesis of 12-aryl-8,9,10,12-tetrahydro-benzo[a]xanthen-11-one derivatives by condensation of aryl aldehydes, 2-naphthol and dimedone using H4SiW12O40(SiWA) as a reusable catalyst with high catalytic activity was reported. The reaction was carried out at 100 ºC under solvent-free conditions within 15-40 min in 82-91% yield.

Download Full-text

Zirconium(IV) 4-sulphophenylethyliminobismethylphosphonate as an efficient and reusable catalyst for one-pot synthesis of 3,4-dihydropyrimidones under solvent-free conditions

Chemical Papers ◽

10.2478/s11696-011-0091-5 ◽

2011 ◽

Vol 65 (6) ◽

Cited By ~ 1

Author(s):

Xin-Bin Yang ◽

Xiang-Kai Fu ◽

Yu Huang ◽

Ren-Quan Zeng

Keyword(s):

Catalytic Activity ◽

Elemental Analysis ◽

Biginelli Reaction ◽

Significant Loss ◽

Solvent Free ◽

Reusable Catalyst ◽

One Pot ◽

Efficient Catalyst ◽

Solvent Free Conditions ◽

Simple Filtration

AbstractZirconium(IV) 4-sulphophenylethyliminobismethylphosphonate (ZSBEDP) was prepared and characterised by elemental analysis, IR, TG-DSC, and XRD. ZSBEDP was found to be an efficient catalyst for the Biginelli reaction of aromatic aldehyde, ethyl acetoacetate, and urea or thiourea under solvent-free conditions so as to give 3,4-dihydropyrimidones in good to excellent yields. The catalyst can be separated by simple filtration and reused without significant loss of its catalytic activity.

Download Full-text

Commercial ZrO2 as a new, efficient, and reusable catalyst for the one-step synthesis of quinolines in solvent-free conditions

Canadian Journal of Chemistry ◽

10.1139/v09-069 ◽

2009 ◽

Vol 87 (8) ◽

pp. 1122-1126 ◽

Cited By ~ 10

Author(s):

Mona Hosseini-Sarvari

Keyword(s):

Catalytic Activity ◽

Carbonyl Compound ◽

Significant Loss ◽

Solvent Free ◽

Reusable Catalyst ◽

Efficient Catalyst ◽

Solvent Free Conditions ◽

One Step ◽

The One ◽

High Yields

Commercially available zirconia (ZrO2) is reported as an extremely efficient catalyst for the synthesis of quinolines. A one-step reaction of 2-aminoarylketones and a carbonyl compound (Friedlander reaction) took place under solvent-free conditions to afford the corresponding quinolines in good-to-high yields in the presence of ZrO2. Furthermore, the catalyst is reused several times without any significant loss of its catalytic activity.

Download Full-text

Preparation and Characterization of a Novel Room Temperature Dicationic Ionic Liquid and its Application in the Synthesis of Xanthenediones Under Solvent-Free Conditions

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207321666181106114848 ◽

2018 ◽

Vol 21 (8) ◽

pp. 602-608 ◽

Cited By ~ 3

Author(s):

Zainab Ehsani-Nasab ◽

Ali Ezabadi

Keyword(s):

Ionic Liquid ◽

Room Temperature ◽

Reaction Times ◽

Significant Loss ◽

Solvent Free ◽

Acidity Function ◽

Efficient Catalyst ◽

Solvent Free Conditions ◽

Hammett Acidity Function ◽

Dicationic Ionic Liquid

Aim and Objective: In the present work, 1, 1’-sulfinyldiethylammonium bis (hydrogen sulfate) as a novel room temperature dicationic ionic liquid was synthesized and used as a catalyst for xanthenediones synthesis. Material and Method: The dicationic ionic liquid has been synthesized using ethylamine and thionyl chloride as precursors. Then, by the reaction of [(EtNH2)2SO]Cl2 with H2SO4, [(EtNH2)2SO][HSO4]2 was prepared and after that, it was characterized by FT-IR, 1H NMR, 13C NMR as well as Hammett acidity function. This dicationic ionic liquid was used as a catalyst for the synthesis of xanthenediones via condensation of structurally diverse aldehydes and dimedone under solvent-free conditions. The progress of the reaction was monitored by thin layer chromatography (ethyl acetate/n-hexane = 3/7). Results: An efficient solvent-free method for the synthesis of xanthenediones has been developed in the presence of [(EtNH2)2SO][HSO4]2 as a powerful catalyst with high to excellent yields, and short reaction times. Additionally, recycling studies have demonstrated that the dicationic ionic liquid can be readily recovered and reused at least four times without significant loss of its catalytic activity. Conclusion: This new dicationic ionic liquid can act as a highly efficient catalyst for xanthenediones synthesis under solvent-free conditions.

Download Full-text

Nickel (II) and oxovanadium (IV) complexes supported on MCM-41 mesoporous and their application in catalytic selective sulfide and thiol oxidation

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207323999201111192649 ◽

2020 ◽

Vol 23 ◽

Author(s):

Mohsen Nikoorazm ◽

Maryam Khanmoradi ◽

Masoumeh Sayadian

Keyword(s):

Catalytic Activity ◽

Room Temperature ◽

Sol Gel ◽

Reaction Times ◽

Significant Loss ◽

Spectral Studies ◽

High Catalytic Activity ◽

Catalytic Systems ◽

Solvent Free Conditions ◽

Mcm 41

Introduction:: MCM-41 was synthesized using the sol-gel method. Then two new transition metal complexes of Nickel (II) and Vanadium (IV), were synthesized by immobilization of adenine (6-aminopurine) into MCM-41 mesoporous. The compounds have been characterized by XRD, TGA, SEM, AAS and FT-IR spectral studies. Using these catalysts provided an efficient and enantioselective procedure for oxidation of sulfides to sulfoxides and oxidative coupling of thiols to their corresponding disulfides using hydrogen peroxide at room temperature. Materials and Methods:: To a solution of sulfide or thiol (1 mmol) and H2O2 (5 mmol), a determined amount of the catalyst was added. The reaction mixture was stirred at room temperature for the specific time under solvent free conditions. The progress of the reaction was monitored by TLC using n-hexane: acetone (8:2). Afterwards, the catalyst was removed from the reaction mixture by centrifugation and, then, washed with dichloromethane in order to give the pure products. Results:: All the products were obtained in excellent yields and short reaction times indicating the high activity of the synthesized catalysts. Besides, the catalysts can be recovered and reused for several runs without significant loss in their catalytic activity. Conclusion:: These catalytic systems furnish the products very quickly with excellent yields and VO-6AP-MCM-41 shows high catalytic activity compared to Ni-6AP-MCM-41.

Download Full-text

Synthesis and Characterization of a Novel Ionic Liquid Based on N,N,N,N-tetramethylethylenediamine and its Application in the Synthesis of 1,8-dioxo-octahydro Xanthenes

Combinatorial Chemistry & High Throughput Screening ◽

10.2174/1386207321666180828092546 ◽

2018 ◽

Vol 21 (7) ◽

pp. 526-532 ◽

Cited By ~ 4

Author(s):

Zahra Abdi Piralghar ◽

Mohammad Mahmoodi Hashemi ◽

Ali Ezabadi

Keyword(s):

Ionic Liquid ◽

Chlorosulfonic Acid ◽

Solvent Free ◽

Aryl Aldehydes ◽

Acidic Ionic Liquid ◽

Brønsted Acidic Ionic Liquid ◽

Solvent Free Conditions ◽

Aryl Aldehyde ◽

High Yields

Aim and Objective: In this work, we synthesized and characterized a novel Brönsted acidic ionic liquid from the reaction of N, N, N’, N’-tetramethylethylenediamine with chlorosulfonic acid and explored its catalytic activity in 1, 8-dioxo-octahydroxanthenes synthesis. Materials and Methods: Dimedone, aryl aldehydes, and the ionic liquid as the catalyst were reacted under solvent-free conditions. The progressive of the reaction was monitored by a thin layer of chromatography (ethyl acetate/n-hexane = 1/5). All products were characterized as the basis of their spectra data and melting point by comparison with those reported in the literature. Results: The prepared ionic liquid was successfully applied in the synthesis of 1, 8-dioxooctahydroxanthenes in good to high yields on the reaction of aryl aldehyde and dimedone at 120oC under solvent-free conditions. Conclusion: This research demonstrates that the catalyst is impressive for 1, 8-dioxo-octahydroxanthenes synthesis under solvent-free conditions.

Download Full-text

Solvent-free, one-pot synthesis of 2,4,6-triarylpyridines using trichloroisocyanuric acid or N-bromosuccinimide as a novel and neutral catalyst

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc2011021 ◽

2011 ◽

Vol 76 (11) ◽

pp. 1307-1315 ◽

Cited By ~ 7

Author(s):

Behrooz Maleki ◽

Hafezeh Salehabadi ◽

Zeinalabedin Sepehr ◽

Mina Kermanian

Keyword(s):

Ammonium Acetate ◽

Solvent Free ◽

One Pot ◽

Aryl Aldehydes ◽

One Pot Synthesis ◽

Solvent Free Conditions ◽

Trichloroisocyanuric Acid

A simple and benign protocol has been explored for the preparation of 2,4,6-triarylpyridines by a one-pot reaction between aryl aldehydes, enolizable ketones and ammonium acetate in the presence of N-bromosuccinimide or trichloroisocyanuric acid as green and neutral catalysts. The reactions proceed smoothly at 130 °C under solvent-free conditions to provide 2,4,6-triarylpyridines in good yields.

Download Full-text

One-pot three-component tandem annulation of 4-hydroxycoumarine with aldehyde and aromatic amines using graphene oxide as an efficient catalyst

Scientific Reports ◽

10.1038/s41598-021-99360-3 ◽

2021 ◽

Vol 11 (1) ◽

Author(s):

Rabindranath Singha ◽

Aminul Islam ◽

Pranab Ghosh

Keyword(s):

Graphene Oxide ◽

Catalytic Activity ◽

Aromatic Amines ◽

Significant Loss ◽

Solvent Free ◽

One Pot ◽

Efficient Catalyst ◽

New Class ◽

Broad Scope ◽

Plausible Mechanism

AbstractA convenient and efficient solvent-free, facile, one-pot three-component graphene oxide catalysed approach has been described for the synthesis of chromeno-[4,3-b]quinolin-6-one derivatives from 4-hydroxycoumarin with aldehydes and aromatic amines. Graphene oxide (GO) has proved to be a new class of heterogeneous carbocatalyst which could be easily recovered and reused up to 5th run without significant loss of its catalytic activity. A broad scope of substrate applicability is offered and a plausible mechanism is also suggested for this developed protocol.

Download Full-text