One Pot Three Component Synthesis of 9-arylpolyhydroacridine Derivatives in an Ionic Liquid Medium

2005 ◽  
Vol 2005 (9) ◽  
pp. 600-602 ◽  
Author(s):  
Yu-Ling Li ◽  
Mei-Mei Zhang ◽  
Xiang-Shan Wang ◽  
Da-Qing Shi ◽  
Shu-Jiang Tu ◽  
...  
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields ◽  
Work Up ◽  
Ionic Liquid Medium

In this paper the preparation of 3,3,6,6-tetramethyl-9-aryl-1,2,3,4,5,6,7,8,9,10- decahydroacridin-1,8-dione derivatives from aromatic aldehydes, 5,5-dimethyl-1,3- cyclohexanedione and ammonium acetate in ionic liquids [bmim+][BF4-] is described. This new method has the advantages of easier work-up, milder reaction conditions, high yields and an environmentally benign procedure compared with other methods.

Ultrasound-assisted aqua-mediated synthesis of multi-substituted tetrahydropyridine-3-carboxylates using N-carboxymethyl-3-pyridinium hydrogensulfate ([N-CH2CO2H-3-pic]+HSO4−) as a new efficient ionic liquid catalyst

2021 ◽  
Vol 3 (6) ◽  
Author(s):  
Kobra Nikoofar ◽  
Fatemeh Shahriyari
Keyword(s):  
Ionic Liquid ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
H Nmr ◽  
Sonic Waves ◽  
Ft Ir ◽  
High Yields ◽  
Work Up ◽  
C Nmr

AbstractA simple, straightforward, and ultrasound-promoted method for the preparation of some highly functionalized tetrahydropyridines reported via pseudo five-component reaction of (hetero)aromatic aldehydes, different anilines, and alkyl acetoacetates in the presence of [N-CH2CO2H-3-pic]+HSO4−, as a novel ionic liquid, in green aqueous medium. The IL was synthesized utilizing simple and easily-handled substrates and characterized by FT-IR, 1H NMR, 13C NMR, GC-MASS, FESEM, EDX, and TGA/DTG techniques. The procedure contains some highlighted aspects which are: (a) performing the MCR in the presence of aqua and sonic waves, as two main important and environmentally benign indexes in green and economic chemistry, (b) high yields of products within short reaction times, (c) convenient work-up procedure, (d) preparing the new IL via simple substrates and procedure.

CeCl3·7H2O as mild and efficient catalyst for the one-pot multicomponent synthesis of 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones

2011 ◽  
Vol 76 (4) ◽  
pp. 235-241 ◽  
Author(s):  
Li-Qiang Wu ◽  
Wei-Lin Li ◽  
Fu-Lin Yan
Keyword(s):  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
The One ◽  
High Yields ◽  
Work Up

A series of new 8-aryl-7,8-dihydro[1,3]dioxolo[4,5-g]chromen-6-ones were synthesized via a three-component reaction of 3,4-methylenedioxyphenol, aromatic aldehydes and Meldrum’s acid in the presence of CeCl3·7H2O under solvent-free conditions. The method provided several advantages such as easy work-up, high yields and environmentally benign procedure.

Facile synthesis of 3-arylidene-1,3-dihydroindol-2-ones catalysed by a Brønsted acidic ionic liquid

2008 ◽  
Vol 2008 (11) ◽  
pp. 642-643 ◽  
Author(s):  
Yi Hu ◽  
Hui Kang ◽  
Bi-Wen Zeng ◽  
Ping Wei ◽  
He Huang
Keyword(s):  
Ionic Liquid ◽  
High Purity ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Facile Synthesis ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
High Yields ◽  
Work Up

A series of 3-arylidene-1,3-dihydroindol-2-one derivatives were conveniently synthesised by the condensation of aromatic aldehydes with 1,3-dihydroindol-2-one using a Brønsted acidic ionic liquid as a dual solvent-catalyst. This method has the advantages of short reaction times, simple work-up, high yields with high purity, being environmentally benign and the ionic liquid can be reused.

scholarly journals One-Pot Synthesis of Tetrasubstituted Imidazoles Catalyzed by Preyssler-Type Heteropoly Acid

2011 ◽  
Vol 8 (2) ◽  
pp. 547-552 ◽  
Author(s):  
Ali Javid ◽  
Majid M. Heravi ◽  
F. F. Bamoharram ◽  
Mohsen Nikpour
Keyword(s):  
Heteropoly Acid ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Acid Catalyst ◽  
Aromatic Aldehydes ◽  
Primary Amines ◽  
One Pot ◽  
High Yields ◽  
Work Up ◽  
Tetrasubstituted Imidazoles

A simple one-pot four-component synthetic method was reported for the preparation of tetrasubstituted imidazole derivatives from benzil, aromatic aldehydes, primary amines and ammonium acetate in the presence of Preyssler-type heteropoly acid catalyst. This method was proved to be eco-benign, easy work-up, convenient, relatively short reaction times and the products were isolated with high yields.

Potassium phthalimide-catalysed one-pot multi-component reaction for efficient synthesis of amino-benzochromenes in aqueous media

2014 ◽  
Vol 68 (8) ◽  
Author(s):  
Hamzeh Kiyani ◽  
Fatemeh Ghorbani
Keyword(s):  
Organic Solvent ◽  
Aqueous Media ◽  
Ethyl Cyanoacetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Efficient Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
High Yields

Abstract2-Amino-4-aryl-4H-benzo[h]chromenes and 3-amino-1-aryl-1H-benzo[f]chromenes were prepared by treating cyano-methylene compounds (malononitrile or ethyl cyanoacetate), substituted aromatic aldehydes, and naphtholic compounds in the presence of potassium phthalimide as a green, mild, efficient, and commercially available organocatalyst in aqueous media. The procedure was readily conducted and affords remarkable advantages such as safety, short reaction times, environmentally benign milder reaction conditions, no organic solvent required, and high yields.

Synthesis of New 5-amino-7-(aryl)-1,2,3,7-tetrahydro-8-nitroimidazo[1,2-a]pyridine- 6-carboxamide and 6-amino-2,3,4,8-tetrahydro-9-nitro-8-(aryl)-1H-pyrido[1,2- a]pyrimidine-7-carboxamide Derivatives

2018 ◽  
Vol 15 (7) ◽  
pp. 982-988 ◽  
Author(s):  
Fahimeh S. Hosseini ◽  
Mohammad Bayat
Keyword(s):  
Aromatic Aldehydes ◽  
Chromatographic Technique ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Synthetic Routes ◽  
High Yields ◽  
Work Up ◽  
Optimal Reaction

Aim and Objectives: Development of simple synthetic routes for widely used organic compounds from readily available reagents is one of the major tasks in organic chemistry. Therefore, new approaches for increasing the molecular diversity of simple starting materials, are needed. Herein, an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives is described. Materials and Methods: A one-pot, multi-component reaction of nitro ketene aminal derived from the addition of various 1,n-diamines to 1,1-bis(methylthio)-2-nitroethene with cyanoacetamide and aromatic aldehydes is described. The reactions are completed within 2-5 h, in ethanol at reflux, in good to high yields (70-93%). The structures of products were deduced from their IR, mass, 1H NMR, and 13C NMR spectra. Results: Optimal reaction conditions for the synthesis of products were obtained, when ethanol was used as the solvent at reflux. This protocol involves Michael reaction, imine–enamine tautomerization, and cyclization sequences. Conclusion: This work represents an efficient synthesis of imidazo[1,2-a]pyridine, pyrido[1,2-a]pyrimidine and pyrido[1,2-a][1,3]diazepine derivatives via a one-pot, multi-component reaction. The advantages of this protocol are mild conditions, easy accessibility of reactants, absence of catalyst, high atom economy, simple work-up and purification process with no chromatographic technique.

Hydrotalcite Clay+[TBA][OH] Ionic Liquid Combination for Selective Dihydroquinazolines

2019 ◽  
Vol 6 (1) ◽  
pp. 44-51
Author(s):  
Vivek Srivastava
Keyword(s):  
Ionic Liquid ◽  
Catalytic System ◽  
Ammonium Acetate ◽  
Reaction Pathway ◽  
Aromatic Aldehydes ◽  
Environmentally Benign ◽  
Green Catalyst ◽  
Three Component Reaction ◽  
High Yields ◽  
Operational Simplicity

Background: We are submitting an easy, effective and environmentally benign protocol for the synthesis of 18 different 1,2-dihydroquinazoline derivatives. Methods: We implemented [TMA][OH] ionic liquid mediated hydrotalcite clay catalytic system as a green catalyst to perform this reaction. Results: Three-component reaction pathway was utilized to synthesize 1,2-dihydroquinazoline derivatives using aromatic aldehydes, 2-amino benzophenones, and ammonium acetate with green and recyclable ionic liquid mediated hydrotalcite clay catalytic system. Conclusion: The notable highlights of this method comprise short reaction time, operational simplicity, high yields, and high selectivity. Additionally, the catalyst can be recovered and recycled for up to eight cycles without any loss in catalytic activity.

scholarly journals Molecular Sieve Supported Lanthanum Catalyst for the Efficient Synthesis of Polyhydroquinolines via Hantzsch Synthesis

2017 ◽  
Vol 61 (4) ◽  
pp. 278 ◽  
Author(s):  
Ágnes Magyar ◽  
Zoltán Hell
Keyword(s):  
Molecular Sieve ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Hantzsch Synthesis ◽  
Reaction Conditions ◽  
One Pot ◽  
The One ◽  
High Yields ◽  
Efficient Heterogeneous Catalyst

Molecular sieve supported lanthanum catalyst proved to be an efficient heterogeneous catalyst for the one-pot, four-component synthesis of polyhydroquinoline derivatives from aromatic aldehydes, dimedone, ethyl acetoacetate and ammonium acetate in ethanol via Hantzsch reaction. The method has several advantages such as simple reaction conditions, short reaction time, high yields and simple workup procedure, which make it an attractive route for the synthesis of polyhydroquinolines. The catalyst could be reused several times without the loss of its initial activity.

TiO2 Nanoparticles as an Efficient Catalyst for the One-pot Preparation of Tetrahydrobenzo[c]acridines in Aqueous Media

2013 ◽  
Vol 68 (4) ◽  
pp. 362-366 ◽  
Author(s):  
Shahrzad Abdolmohammadi ◽  
Mahdieh Mohammadnejad ◽  
Faezeh Shafaei
Keyword(s):  
Ammonium Acetate ◽  
Titanium Dioxide Nanoparticles ◽  
Aqueous Media ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
One Pot ◽  
Efficient Catalyst ◽  
The One ◽  
Work Up ◽  
Operational Simplicity

A series of tetrahydrobenzo[c]acridinone derivatives have been prepared by a one-pot fourcomponent reaction of 1-naphthol, aromatic aldehydes, dimedone, and ammonium acetate in aqueous media using a catalytic amount of titanium dioxide nanoparticles (TiO2 NPs). The advantages of this novel protocol include the excellent yields, operational simplicity, short reaction time, easy work-up, reusability of the catalyst and an environmentally friendly procedure.

Ionic liquid promoted and mediated green preparation of arylbispyranylmethane and pyran derivatives and their hybrid with a pyrimidine nucleoside

2009 ◽  
Vol 2009 (8) ◽  
pp. 473-477 ◽  
Author(s):  
Xinying Zhang ◽  
Yingying Qu ◽  
Xuesen Fan ◽  
Xia Wang ◽  
Jianji Wang
Keyword(s):  
Ionic Liquid ◽  
High Efficiency ◽  
Reaction Medium ◽  
Environmentally Benign ◽  
Pyrimidine Nucleoside ◽  
Reaction Conditions ◽  
Operation Process ◽  
Antiviral Activities ◽  
Benign Nature ◽  
High Yields

The utilisation of an ionic liquid-[bmim][BF4] as both reaction medium and promoter for the reaction between aldehyde and 4-hydroxy-6-methylpyran-2-one is described. Without any added catalyst, this reaction was realised efficiently to give arylbispyranylmethane derivatives in high yields. Alternatively, when this reaction was carried out in the presence of acetic anhydride, fused pyran derivatives were obtained. These two novel procedures have advantages such as an environmentally benign nature, high efficiency, simple operation process and mild reaction conditions. As an application, these procedures were used in the preparation of novel 5-substituted pyrimidine nucleoside derivatives with potential antiviral activities.

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