Hexyltriphenylphosphonium Bromide as an Absolutely Chemoselective Ionic Liquid Catalyst in the Three‐Component Reaction of Aryl Aldehydes, Acetophenones and Malononitrile

2019 ◽  
Vol 4 (20) ◽  
pp. 6190-6193
Author(s):  
Kiumars Bahrami ◽  
Mohammad M. Khodaei ◽  
Nasim Batooie ◽  
Nouraddin Hosseinzadeh ◽  
Alireza Foroumadi
Keyword(s):  
Ionic Liquid ◽  
Aryl Aldehydes ◽  
Three Component Reaction

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

2018 ◽  
Vol 21 (7) ◽  
pp. 526-532 ◽  
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.

scholarly journals Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Hossein Abdollahi-Basir ◽  
Boshra Mirhosseini-Eshkevari ◽  
Farzad Zamani ◽  
Mohammad Ali Ghasemzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Reaction Time ◽  
Metal Organic Framework ◽  
One Pot ◽  
Short Reaction Time ◽  
Three Component Reaction ◽  
Metal Organic ◽  
Ft Ir ◽  
Novel Catalyst

AbstractA one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal–organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.

Copper(ii) triflate catalyzed three-component reaction for the synthesis of 2,3-diarylquinoline derivatives using aryl amines, aryl aldehydes and styrene oxides

2021 ◽  
Vol 19 (14) ◽  
pp. 3255-3262
Author(s):  
Saghir Ali ◽  
Abu T. Khan
Keyword(s):  
Aryl Aldehydes ◽  
Three Component Reaction ◽  
Aryl Amines

An efficient and expedient synthetic protocol is reported for the synthesis of 2,3-diarylquinoline derivatives from readily available aryl amines, aryl aldehydes and styrene oxides using 10 mol% copper(ii) triflate by employing three-component reaction.

Room Temperature Ionic Liquid Promoted Improved and Rapid Synthesis of 2,4,5-Triaryl Imidazoles from Aryl Aldehydes and 1,2-Diketones or α-Hydroxyketone.

ChemInform ◽  
2005 ◽  
Vol 36 (31) ◽  
Author(s):  
Shapi A. Siddiqui ◽  
Umesh C. Narkhede ◽  
Sanjay S. Palimkar ◽  
Thomas Daniel ◽  
Rajgopal J. Lahoti ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Room Temperature ◽  
Room Temperature Ionic Liquid ◽  
Rapid Synthesis ◽  
Aryl Aldehydes

Synthesis of 3-[(acetylamino)(aryl)methyl]-4-Hydroxycoumarins

2007 ◽  
Vol 2007 (9) ◽  
pp. 535-537 ◽  
Author(s):  
Mohammad Anary-Abbasinejad ◽  
Hossein Anaraki-Ardakani ◽  
Azimeh Saidipoor ◽  
Mahmood Shojaee
Keyword(s):  
Chlorosulfonic Acid ◽  
One Pot ◽  
Aryl Aldehydes ◽  
Three Component Reaction ◽  
Aryl Methyl

One-pot, three-component reaction between aryl aldehydes, 4-hydroxycoumarin, and acetonitrile in the presence of chlorosulfonic acid affords 3-[(acetylamino)(aryl)methyl]-4-hydroxycoumarins in excellent yields.

PTSA-Catalyzed One Pot Domino Synthesis of Dihydropyrido[2,3-d]pyrimidine Derivatives and their Antimicrobial Activity

2021 ◽  
Vol 6 (3) ◽  
pp. 222-227
Author(s):  
Krishna A. Bhensdadia ◽  
Prakash L. Kalavadiya ◽  
Nilam H. Lalavani ◽  
Shipra H. Baluja
Keyword(s):  
Antimicrobial Activity ◽  
Spectral Analysis ◽  
Pyrimidine Derivatives ◽  
One Pot ◽  
In Vitro Antimicrobial Activity ◽  
Aryl Aldehydes ◽  
Three Component Reaction ◽  
The One

A novel series of dihydropyrido[2,3-d]pyrimidine derivatives were synthesized by multicomponent domino cyclization via the one-pot three component reaction of 6-amino uracil, substituted aryl aldehydes and N-methyl-1-(methylthio)-2-nitroethenamine in the presence of PTSA 10 mol% as a catalyst. The structures of these synthesized compounds were characterized by spectral analysis. Further the synthesized compounds screened for in vitro antimicrobial activity. Among all the compounds, compound 4b containing flouro substitution exhibited good inhibition against the tested species.

Studies on the Synthesis of Substituted 2-amino-4H-benzo[h]chromene and 3-amino-1H-benzo[f]chromene Derivatives Using Base Supported Ionic Liquid Like-phase (SILLP) as an Efficient Green Catalyst

2017 ◽  
Vol 41 (1) ◽  
pp. 21-24
Author(s):  
Leila Kheirkhah ◽  
Manouchehr Mamaghani ◽  
Nosrat Ollah Mahmoodi ◽  
Asieh Yahyazadeh ◽  
Seyedeh Saeedeh Mirnezami Ziabari
Keyword(s):  
Ionic Liquid ◽  
One Pot ◽  
Green Catalyst ◽  
Supported Ionic Liquid ◽  
Three Component Reaction

The synthesis of several substituted 2-amino-4 H-benzo[ h]chromene and 3-amino-1 H-benzo[ f]chromene derivatives was carried out using a one-pot three-component reaction of an arylaldehyde, malononitrile and a naphthol in H2O and in the presence of recyclable base supported ionic liquid like-phase as an efficient green catalyst.

Three-component reaction of Cyclohexyl Isocyanide, Barbituric Acid and Aryl Aldehydes; Synthesis of N-cyclohexyl-N-[aryl-(2,4,6-trioxohexahydropyrimidin-5-yl)methyl]formamides

2007 ◽  
Vol 2007 (10) ◽  
pp. 594-597 ◽  
Author(s):  
Mohammad Anary-Abbasinejad ◽  
Maryam Kamali-Gharamaleki ◽  
Alireza Hassanabadi
Keyword(s):  
Barbituric Acid ◽  
Aryl Aldehydes ◽  
Three Component Reaction

Three-component reaction of cyclohexyl isocyanide, barbituric acid and different aldehydes, in a mixture of water: acetonitrile (1:1) as solvent, produces the corresponding N-cyclohexyl- N-[aryl-(2,4,6-trioxohexahydropyrimidin-5-yl)methyl]formamides in excellent yields.

Efficient and Green Synthesis of 2,2′-(Arylmethylene)Bis-4-Pyrones in an Ionic Liquid [bmim+][BF4–]

2017 ◽  
Vol 41 (2) ◽  
pp. 75-78
Author(s):  
Yulan Ren ◽  
Hang Song
Keyword(s):  
Ionic Liquid ◽  
Green Synthesis ◽  
Aromatic Aldehyde ◽  
Ammonium Acetate ◽  
High Yield ◽  
Three Component Reaction ◽  
Work Up

A series of sixteen 2,2′-(arylmethylene)bis(3-hydroxy-6-methyl-4H-pyran-4-ones) have been prepared in high yield via an ammonium acetate-catalysed three-component reaction of an aromatic aldehyde (1 equiv.) and allomaltol (2 equiv.) in an ionic liquid [bmim+][BF4–]. The reaction work-up is simple and the ionic liquid can be easily separated from the product and reused.

scholarly journals Synthesis of Pyrazolo-Fused 4-Azafluorenones in an Ionic Liquid. Mechanistic Insights by Joint Studies Using DFT Analysis and Mass Spectrometry

Catalysts ◽  
2019 ◽  
Vol 9 (10) ◽  
pp. 820
Author(s):  
Efraín Polo ◽  
Valentina Arce-Parada ◽  
Xaviera A. López-Cortés ◽  
Jesús Sánchez-Márquez ◽  
Alejandro Morales-Bayuelo ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Density Functional ◽  
Room Temperature ◽  
Theoretical Study ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Conceptual Density Functional Theory ◽  
Functional Theory ◽  
Three Component Reaction ◽  
Work Up

A series of pyrazolo-fused 4-azafluorenones (indeno[1,2-b]pyrazolo[4,3-e]pyridines, IPP) were synthesized via the three-component reaction between arylaldehydes, 3-methyl-1H-pyrazol-5-amine and 1,3-indanedione in an ionic liquid as a catalyst at room temperature. The applied synthetic route has the advantages of easy work-up under mild reaction conditions presenting moderate yields and an environmentally benign procedure. A theoretical study based on conceptual-density functional theory has been done, bond reactivity indices have been calculated and an electrophilic and nucleophilic character of localized orbitals has been determined to analyze the possible electronic mechanisms.

Sign in / Sign up

Export Citation Format

Share Document