Uncatalyzed Synthesis of Unsymmetrical Indole-substituted Methane Derivatives via One-pot Multicomponent Reactions under Solvent-free Conditions

2021 ◽  
Vol 18 ◽  
Author(s):  
Shiyin Li ◽  
Xinru Lin ◽  
Xiling Gao ◽  
Wangyu Zeng ◽  
Xiaoyi Wu ◽  
...  
Keyword(s):  
Multicomponent Reactions ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Experimental Results ◽  
Synthetic Method ◽  
One Pot ◽  
Solvent Free Conditions ◽  
First Time

For the first time, one-pot multi-component reactions containing indole, aromatic aldehydes, and dimedone have been achieved in the absence of any catalyst under solvent-free conditions. A class of unsymmetrical indole-substituted methane derivatives and symmetrical diindolylmethanes have been synthesized through this green organic synthetic method. Based on experimental results, a reasonable mechanism for this condensation is emphasized here.

Chlorosulfonic Acid Supported Piperidine-4-carboxylic Acid (PPCA) Functionalized Fe3O4 Nanoparticles (Fe3O4-PPCA): The Efficient, Green and Reusable Nanocatalyst for the Synthesis of Pyrazolyl Coumarin Derivatives under Solvent-Free Conditions

2019 ◽  
Vol 22 (2) ◽  
pp. 123-128
Author(s):  
Setareh Habibzadeh ◽  
Hassan Ghasemnejad-Bosra ◽  
Mina Haghdadi ◽  
Soheila Heydari-Parastar
Keyword(s):  
Carboxylic Acid ◽  
Fe3o4 Nanoparticles ◽  
High Efficiency ◽  
Reaction Times ◽  
Chlorosulfonic Acid ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Magnetic Nanocatalyst ◽  
One Pot ◽  
Solvent Free Conditions

Background: In this study, we developed a convenient methodology for the synthesis of coumarin linked to pyrazolines and pyrano [2,3-h] coumarins linked to 3-(1,5-diphenyl-4,5- dihydro-1H-pyrazol-3-yl)-chromen-2-one derivatives using Chlorosulfonic acid supported Piperidine-4-carboxylic acid (PPCA) functionalized Fe3O4 nanoparticles (Fe3O4-PPCA) catalyst. Materials and Methods:: Fe3O4-PPCA was investigated as an efficient and magnetically recoverable Nanocatalyst for the one-pot synthesis of substituted coumarins from the reaction of coumarin with a variety of aromatic aldehydes in high to excellent yield at room temperature under solvent-free conditions. The magnetic nanocatalyst can be easily recovered by applying an external magnet device and reused for at least 10 reaction runs without considerable loss of reactivity. Results and Conclusion: The advantages of this protocol are the use of commercially available materials, simple and an inexpensive procedure, easy separation, and an eco-friendly procedure, and it shows good reaction times, good to high yields, inexpensive and practicability procedure, and high efficiency.

1, 1’-Sulfinyldiethylammonium Bis (Hydrogen Sulfate) as a Recyclable Dicationic Ionic Liquid Catalyst for the Efficient Solvent-free Synthesis of 3, 4-Dihydropyrimidin-2(1H)-ones via Biginelli Reaction

2020 ◽  
Vol 23 (2) ◽  
pp. 157-167
Author(s):  
Zainab Ehsani-Nasab ◽  
Ali Ezabadi
Keyword(s):  
Ionic Liquid ◽  
Biginelli Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Acidic Ionic Liquid ◽  
Brønsted Acidic Ionic Liquid ◽  
Solvent Free Conditions ◽  
Dicationic Ionic Liquid

Objective: A facile and efficient method for synthesis of 3, 4-dihydropyrimidin-2(1H)-ones via Biginelli reaction catalyzed by a novel dicationic Brönsted acidic ionic liquid, [(EtNH2)2SO][HSO4]2, has been successfully developed. Material and Method:: 3, 4-Dihydropyrimidin-2(1H)-ones were synthesized through one-pot condensation of aromatic aldehydes, ethyl acetoacetate, and urea under solvent-free conditions using [(EtNH2)2SO][HSO4]2 as a novel catalyst. The progress of the reaction was monitored by thin-layer chromatography (ethyl acetate / n-hexane = 1 / 5). The products have been characterized by IR, 1H NMR, 13C NMR, and also by their melting points. Results: In this research, a library of dihydropyrimidinone derivatives was synthesized via Biginelli reaction under solvent-free conditions at 120oC using [(EtNH2)2SO][HSO4]2 as a catalyst. Various aromatic aldehydes, as well as heteroaromatic aldehydes, were employed, affording good to high yields of the corresponding products and illustrating the substrate generality of the present method. In addition, the prepared dicationic Brönsted acidic ionic liquid can be easily recovered and reused. Conclusion: 1, 1’-Sulfinyldiethylammonium bis (hydrogen sulfate), as a novel dicationic ionic liquid, can act as a highly efficient catalyst for the synthesis of 3, 4-dihydropyrimidin-2(1H)-ones under solvent-free conditions.

Solvent-free synthesis of pyrrolo [2,1-α]isoquinolines via one-pot four-component reaction

2021 ◽  
Vol 18 ◽  
Author(s):  
Ali Aminkhani ◽  
Sina Sharifi
Keyword(s):  
Cycloaddition Reaction ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Solvent Free Synthesis

: An efficient four-component reaction to synthesize pyrrolo[2,1-a]isoquinolines from malononitrile, aromatic aldehydes, isoquinoline, and cyclohexyl isocyanide under solvent-free conditions is described. In a convenient, simple, and efficient one-pot procedure, the domino Knoevenagel-nucleophilic cycloaddition reaction affords excellent yields of products in less than 1 h.

scholarly journals A Facile Solvent-Free Route for One-Pot Multicomponent Synthesis of Benzylpyrazolyl Coumarins Derivatives in Presence of Effective Synergetic Catalytic System

2019 ◽  
Vol 31 (6) ◽  
pp. 1357-1361 ◽  
Author(s):  
NARENDRA R. KAMBLE ◽  
VINOD T. KAMBLE
Keyword(s):  
Room Temperature ◽  
Silver Salt ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Niobium Pentachloride ◽  
Solvent Free Conditions ◽  
Work Up ◽  
Solvent Free Reaction

A combinatorial library of benzylpyrazolyl coumarin derivatives have been synthesized by a green one-pot four-component reaction between aryl hydrazine/hydrazine hydrate (1), ethyl acetoacetate (2), aromatic aldehydes (3) and 4-hydroxycoumarin (4) catalyzed by niobium pentachloride with silver salt under solvent-free conditions has been developed. Experimental simplicity, simple work-up procedure and solvent-free reaction condition at room temperature are important features of the present protocol.

scholarly journals Retracted Article: An efficient one pot three-component synthesis of 2,4,6-triarylpyridines using triflimide as a metal-free catalyst under solvent-free conditions

RSC Advances ◽  
2019 ◽  
Vol 9 (9) ◽  
pp. 5158-5163 ◽  
Author(s):  
Hongshe Wang ◽  
Weixing Zhao ◽  
Juan Du ◽  
Fenyan Wei ◽  
Qi Chen ◽  
...  
Keyword(s):  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
One Pot ◽  
Metal Free ◽  
Effective Catalyst ◽  
Solvent Free Conditions ◽  
Retracted Article

A simple and efficient protocol developed for one pot three-component synthesis of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate using triflimide (HNTf2) as an effective catalyst is described.

scholarly journals CeCl3⋅7H2O/SiO2as an Efficient and Recyclable Catalyst for the Synthesis of Dihydropyrano[3,2-b]chromenediones

2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Chong Zhang ◽  
Yan Qu
Keyword(s):  
Kojic Acid ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Recyclable Catalyst ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
High Yields

Dihydropyrano[3,2-b]chromenedione derivatives were synthesized in moderate-to-high yields in one-pot three-component reaction from the corresponding aromatic aldehydes, kojic acid, and dimedone, in the presence of catalytic amount ofCeCl3⋅7H2O/SiO2as a nontoxic, reusable, inexpensive, and easily available reagent, under solvent-free conditions.

scholarly journals K2CO3: A Mild and Efficient Catalyst for the Synthesis of Pyran Annulated Heterocyclic Systems by Grinding Method Under Solvent-Free Conditions

2017 ◽  
Vol 25 (2) ◽  
pp. 163-178 ◽  
Author(s):  
Reza Heydari ◽  
Rohollah Rahimi ◽  
Mehrnoosh Kangani ◽  
Afshin Yazdani-Elah-Abadi ◽  
Mojtaba Lashkari
Keyword(s):  
Room Temperature ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Synthetic Methods ◽  
One Pot ◽  
Efficient Catalyst ◽  
Grinding Method ◽  
Solvent Free Conditions ◽  
The One

Abstract The potassium carbonate was applied as a green and efficient catalyst for the one-pot synthesis of pyran annulated heterocyclic systems, via the condensation between aromatic aldehydes, malononitrile and dimedone/1-naphtole by a grinding method at room temperature and solvent-free conditions. Short reaction times, environmentally friendly procedure and excellent yields are the main advantages of this procedure which makes it more economic than other environmentally synthetic methods.

scholarly journals Fe3o4 nanoparticles: A highly efficient and easily reusable catalyst for the one-pot synthesis of xanthene derivatives under solvent-free conditions

2013 ◽  
Vol 78 (6) ◽  
pp. 769-779 ◽  
Author(s):  
Ali Ghasemzadeh ◽  
Javad Safaei-Ghomi ◽  
Safura Zahedi
Keyword(s):  
Fe3o4 Nanoparticles ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Xanthene Derivatives ◽  
The One ◽  
High Yields

Magnetically separable Fe3O4 nanoparticles supply environmentally friendly procedure for the synthesis of 14-aryl-14H-dibenzo[a,j]xanthene and 1,8-dioxo-octahydro-xanthene derivatives. These compounds were obtained in high yields and short reaction times by the reaction of dimedone and 2-naphthol with various aromatic aldehydes under solvent-free conditions. The catalyst coluld be easily recovered using an external magnet and reused for six cycles with almost consistent activity.

scholarly journals Highly efficient one-pot tandem Friedlander annulation and chemo-selective Csp3–H functionalization under calcium catalysis

RSC Advances ◽  
2017 ◽  
Vol 7 (31) ◽  
pp. 18874-18882 ◽  
Author(s):  
Garima Singh ◽  
Srinivasarao Yaragorla
Keyword(s):  
Solvent Free ◽  
One Pot ◽  
Highly Efficient ◽  
Solvent Free Conditions ◽  
Friedlander Synthesis ◽  
First Time ◽  
Calcium Catalysis

Highly efficient and regioselective Friedlander synthesis of 2-methyl-3-acyl quinolines and their chemoselective Csp3–H functionalization is described for the first time using Ca(OTf)2 as the sustainable catalyst under solvent free conditions with atom and step economy.

scholarly journals Trichloroisocyanuric acid, a New and Efficient Catalyst for the Synthesis of 2′- Aminobenzothiazolo-arylmethyl-2-naphthols

2012 ◽  
Vol 9 (4) ◽  
pp. 2424-2428 ◽  
Author(s):  
Limin Yang
Keyword(s):  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Solvent Free ◽  
One Pot ◽  
Efficient Catalyst ◽  
One Pot Synthesis ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
Trichloroisocyanuric Acid

An efficient one-pot synthesis of 2′-aminobenzothiazolo-arylmethyl-2-naphthols is described. This involves the three-component reaction ofβ-naphthol, aromatic aldehydes and 2-aminobenzothiazole in the presence of a catalytic amount of trichloroisocyanuric acid under solvent-free conditions.

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