One-pot, Multicomponent Synthesis under Microwave Conditions of New Imidazole and Acridine Benzamido Acetic Acid Derivatives

2018 ◽  
Vol 42 (2) ◽  
pp. 80-85
Author(s):  
Niloofar Jazi ◽  
Samieh Fozooni ◽  
Hooshang Hamidian
Keyword(s):  
Acetic Acid ◽  
Heterocyclic Compounds ◽  
Multicomponent Reactions ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Solvent Free ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Work Up ◽  
Solvent Free Reaction

Starting from 4-aminohippuric acid (AHA), two novel series of heterocyclic compounds of pharmaceutical interest have been synthesised by one-pot, multicomponent reactions under microwave conditions. Reaction of AHA with various aldehydes and benzil in (1:1) EtOH/acetic acid in the presence of ammonium acetate yielded 1,2,3,5-tetra-arylated imidazole derivatives, whereas a solvent-free reaction of AHA with various aldehydes and dimedone (2 equiv.) in the presence of p-TSA yielded 4,9-diarylated 1,8-dioxo-decahydroacridine derivatives. These reactions produced good yields in short reaction times with an easy work-up, and purification of products was achieved by simple recrystallisation.

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.

Rapid and Green One-Pot Synthesis of Novel 2-(4-Hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-diones

2021 ◽  
Vol 18 ◽  
Author(s):  
Abolfazl Olyaei ◽  
Zahra Ghahremany ◽  
Madieh Sadeghpour
Keyword(s):  
Aromatic Amines ◽  
Low Cost ◽  
Guanidine Hydrochloride ◽  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
The One ◽  
High Yields ◽  
Work Up

: A green and efficient protocol was developed for the one-pot three-component synthesis of novel 2-(4-hydroxy-2-oxo-2H-chromen-3-yl)-2-(arylamino)-1H-indene-1,3(2H)-dione derivatives by the reaction of 4-hydroxycoumarin, ninhydrin and aromatic amines in the presence of guanidine hydrochloride as an organocatalyst under solvent-free conditions. The present approach offers several advantages such as low cost, simple work-up, short reaction times, chromatography-free purification, high yields and greener conditions.

scholarly journals An Efficient and Green Procedure for the Synthesis of 2,4,6-Triarylpyridines Using PPA-SiO2as a Reusable Heterogeneous Catalyst Under Solvent-Free Conditions

2012 ◽  
Vol 9 (4) ◽  
pp. 2037-2043 ◽  
Author(s):  
Abolghasem Davoodnia ◽  
Bahareh Razavi ◽  
Niloofar Tavakoli-Hoseini
Keyword(s):  
Heterogeneous Catalyst ◽  
Simple Procedure ◽  
Substantial Reduction ◽  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Three Component Reaction ◽  
High Yields ◽  
Work Up

Silica gel-supported polyphosphoric acid (PPA-SiO2) was found to be highly efficient, eco-friendly and recyclable heterogeneous catalyst for the synthesis of 2,4,6-triarylpyridines through one-pot three-component reaction of acetophenone, aryl aldehydes, and ammonium acetate under solvent-free conditions. This method has several advantages, such as simple procedure with an easy work-up, short reaction times, and high yields. Furthermore, the catalyst could be recycled after a simple work-up, and used at least three times without substantial reduction in its catalytic activity.

scholarly journals Poly(4-Vinylpyridinium)Hydrogen Sulfate Catalyzed an Efficient and Ecofriendly Protocol for the One-Pot Multicomponent Synthesis of 1,8-Acridinediones in Aqueous Medium

2013 ◽  
Vol 2013 ◽  
pp. 1-6 ◽  
Author(s):  
Janardhan Banothu ◽  
Rajitha Bavantula ◽  
Peter A. Crooks
Keyword(s):  
Aqueous Medium ◽  
Ammonium Acetate ◽  
Aromatic Aldehydes ◽  
Hydrogen Sulfate ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Multicomponent Condensation ◽  
Green Protocol ◽  
The One ◽  
Work Up

Highly efficient, ecofriendly, and improved protocol for the synthesis of 1,8-acridinediones has been developedviaone-pot multicomponent condensation of 1,3-cyclohexanedione/dimedone, aromatic aldehydes, and ammonium acetate utilizing poly(4-vinylpyridinium)hydrogen sulfate as catalyst in aqueous medium. Excellent yields in shorter reaction time, simple work-up procedure, easy recovery, and reusability of the catalyst are attractive features of this green protocol.

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.

Coaled Carbon-Based Solid Acid: a New and Efficient Catalyst for Click Synthesis of 3,4-Dihydropyrimidin-2(1H)-Ones under Solvent-Free Conditions

2013 ◽  
Vol 634-638 ◽  
pp. 504-507
Author(s):  
Wan Yi Liu ◽  
Ning Liu ◽  
Rui Yuan Zheng ◽  
Bing Li ◽  
Xia Zhang ◽  
...  
Keyword(s):  
Solid Acid ◽  
Reaction Times ◽  
Solvent Free ◽  
Multicomponent Synthesis ◽  
Efficient Catalyst ◽  
Solvent Free Conditions ◽  
Important Addition ◽  
High Yields ◽  
Work Up ◽  
Carbon Based

Coaled carbon-based solid acid (CCBSAC) is reported as a new, efficient and recyclable catalyst for the regioselective multicomponent synthesis of dihydropyrimidin-2(1H)-ones from aldehydes, β-ketoesters and urea or thiourea under solvent-free conditions. The structure and thermal stability of CCBSAC which resulted from ultra-clean coal resources mainly were characterized by IR, XRD, and TG. Nineteen dihydropyrimidin-2(1H)-ones examples were prepared and this catalyst could recycle up to 4 consecutive runs without losing its efficiency. The high yields of products, short reaction times, ease of work-up and clean procedure will make the present method a useful and important addition to the previous methodologies for the synthesis of dihydropyrimidin-2(1H)-ones.

scholarly journals Diastereoselective Synthesis of some pyrrolidin-2-ones azasugars and study of their stereochemistry

2019 ◽  
Vol 8 (1) ◽  
pp. 42-52 ◽  
Author(s):  
Chahrazed Benhaoua ◽  
Mustapha Rahmouni ◽  
Hadj Benhaoua
Keyword(s):  
Reaction Times ◽  
Diastereoselective Synthesis ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
Cyanide Group ◽  
Iminium Ions ◽  
In Situ Generation ◽  
Work Up ◽  
Reaction Profile

The microwave-promoted one-pot multicomponent synthesis of substituted pyrrolidinols using a bifunctional sugar-derived hydroxy-[gamma]-lactone component of amine component or cyanide group is reported. Clean reaction profile, easy work-up procedure, excellent yields and short reaction times are some remarkable features of this method.This modular approach features the in situ-generation of iminium ions intermediate that allows the diastereoselective assembly of the diverse pyrrolidinones efficiently under microwave irradiation has been used.

scholarly journals Silica Ammonium Acetate(SiO2-NH4OAc) Catalyzed Facial Synthesis of Dihydropyrazolo[4',3':5,6]Pyrano[2,3-d]Pyrimidine-5,7-Diones

2018 ◽  
Vol 26 (1) ◽  
pp. 45-58
Author(s):  
Fatemeh Rigi ◽  
Hamid Reza Shaterian
Keyword(s):  
Organic Compounds ◽  
Ethyl Acetoacetate ◽  
Barbituric Acid ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Ambient Condition ◽  
One Pot ◽  
Toxic Materials ◽  
Solvent Free Conditions ◽  
Work Up

Abstract Silica ammonium acetate (SiO2-NH4OAc) was applied as an inexpensive, practical and heterogeneous catalyst for the preparation of new and known dihydropyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine-5,7-diones via one-pot four-component reaction of hydrazine hydrate, ethyl acetoacetate aldehydes and barbituric acid/dimethyl barbituric acid under solvent-free conditions. Silica supported ammonium acetate (SiO2-NH4OAc) was prepared according to easy procedure under ambient condition. After completion of the reaction, the catalyst was separated by filtration and reused. So, recycling system, simple work-up, using non-toxic materials, excellent yields and short reaction times makes our research green and convenient for preparation of these classes of organic compounds.

scholarly journals N-Bromosuccinimide Catalyzed Three Component One-Pot Efficient Synthesis of 2,4,5-Triaryl-1H-imidazoles from Aldehyde, Ammonium Acetate, and 1,2-Diketone or α-Hydroxyketone

2017 ◽  
Vol 58 (1) ◽  
Author(s):  
Behrooz Maleki ◽  
Samaneh Sedigh Ashrafi
Keyword(s):  
Present Method ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Solvent Free ◽  
Efficient Synthesis ◽  
One Pot ◽  
Environmental Friendliness ◽  
Solvent Free Condition ◽  
Solvent Free Conditions ◽  
High Yields

<p>A simple, green, and efficient method for the synthesis of 2,4,5-triaryl-1<em>H</em>-imidazoles using <em>N</em>-bromosuccinimide (NBS) as a catalyst under solvent-free condition is described. The major advantages of the present method are: high yields, less reaction times, solvent-free conditions, easy purification of the products, environmental friendliness, and convenient operation.</p>

scholarly journals Molybdenum Oxide Supported on Silica (MoO /SiO ): An Efficient and Reusable Catalyst for the Synthesis of 1,8-dioxodecahydroacridines Under Solvent-free Conditions

2017 ◽  
Vol 59 (1) ◽  
Author(s):  
Amir Khojastehnezhad
Keyword(s):  
Molybdenum Oxide ◽  
Ammonium Acetate ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Solvent Free ◽  
Reusable Catalyst ◽  
Solvent Free Conditions ◽  
High Yields ◽  
Work Up ◽  
Considerable Loss

Silica supported molybdenum oxide (MoO<sub>3</sub>/SiO<sub>2</sub>) was found to be an efficient, eco-friendly and heterogeneous catalyst for the multicomponent reaction of aromatic aldehydes, dimedone and ammonium acetate or aromatic amines under solvent-free conditions to afford the corresponding 1,8-dioxodecahydroacridines  in high yields. The catalyst can be easily recovered and reused for several times without considerable loss of activity. Furthermore, the present method offers several advantages, such as an easy experimental and work-up procedures, short reaction times and good to excellent yields.

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