A novel domino protocol for three-component synthesis of new dibenzo[e,g]indoles: flexible intramolecular charge transfers

2022 ◽  
Author(s):  
Mahsa Ahmadian ◽  
Kurosh Rad-Moghadam ◽  
Arash Dehghanian ◽  
Majedeh Jafari

Fairly high yields of 2-aryl-3-nitrodibenzo[e,g]¬¬¬¬indoles were synthesized via a hitherto unreported domino-reaction of 9,10-phenanthrenequinone, ammonium acetate and β-nitrostyrenes in one pot. This novel three-component synthetic route is efficaciously catalysed by...

2005 ◽  
Vol 2005 (9) ◽  
pp. 600-602 ◽  
Author(s):  
Yu-Ling Li ◽  
Mei-Mei Zhang ◽  
Xiang-Shan Wang ◽  
Da-Qing Shi ◽  
Shu-Jiang Tu ◽  
...  

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.


2015 ◽  
Vol 69 (11) ◽  
Author(s):  
Masoud Nasr-Esfahani ◽  
Morteza Montazerozohori ◽  
Tooba Abdizadeh

AbstractNanorod vanadatesulfuric acid (VSA NRs), as a recyclable and eco-benign catalyst, was used for one-pot synthesis of 2,4,5-trisubstituted imidazoles and 1,2,4,5-tetrasubstituted imidazoles using aldehydes, benzil, benzoin or 9,10-phenanthrenequinone and ammonium acetate or aniline under solvent-free conditions providing high to excellent yields. VSA is easily prepared by a simple reaction of chlorosulfonic acid and sodium metavanadate in high purity. As compared with the conventional procedures, the present protocol offers several advantages such as simplicity of procedure, short reaction time, high yields, easy workup, recoverability and reusability of the catalyst and simple purification of the products.


2011 ◽  
Vol 8 (2) ◽  
pp. 547-552 ◽  
Author(s):  
Ali Javid ◽  
Majid M. Heravi ◽  
F. F. Bamoharram ◽  
Mohsen Nikpour

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.


RSC Advances ◽  
2015 ◽  
Vol 5 (113) ◽  
pp. 93067-93080 ◽  
Author(s):  
Sumit Kumar ◽  
Alok Patel ◽  
Naseem Ahmed

MW assisted multicomponent A3 synthesis was developed for the synthesis of quinolin-4-ylmethoxychromen-2- and -4-ones in high yields with YbCl3 and reused efficiently for four times.


2021 ◽  
Vol 2021 ◽  
pp. 1-16
Author(s):  
Ankita Garg ◽  
Aschalew Tadesse ◽  
Rajalakshmanan Eswaramoorthy

A multicomponent domino reaction of enaminone, malononitrile, and o-phthalaldehyde has been established, providing direct access to novel highly functionalized pentacyclic cyclopenta [b] indeno [1, 2, 3-de] [1,8] naphthyridine derivatives. The simplicity of execution, readily available substrates, high yields, excellent functional group tolerance, scalability, and good scores of environmental parameters make this synthetic strategy more sustainable and worthy of further attention. This one-pot transformation, which involved multiple steps and did not require the use of a catalyst, constructed four new C-C bonds, two new C-N bonds, and three new rings, with efficient use of all reactants. Furthermore, we performed in silico molecular docking analysis for prediction of anticancer (against human topoisomerase IIβ protein) and antimicrobial (against E.coli. DNA gyrase B protein) activities. Drug likeness and ADMET studies were also predicted. Overall investigation indicates that compound 6i may serve as a candidate that could be developed as potential anticancer and antimicrobial agent among all.


Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2835 ◽  
Author(s):  
Wei Lin ◽  
Cangwei Zhuang ◽  
Xiuxiu Hu ◽  
Juanjuan Zhang ◽  
Juxian Wang

A concise and efficient approach to synthesizing coumarin-fused pyrazolo[3,4-b]pyridine via silica sulfuric acid (SSA) catalyzed three-component domino reaction under microwave irradiation has been demonstrated. Participation of various alcohols in construction of coumarin derivatives has been described for the first time. Short reaction time, high yields, one-pot procedure, usage of eco-friendly catalyst, and solvent are the key features of this method.


2012 ◽  
Vol 9 (2) ◽  
pp. 504-509 ◽  
Author(s):  
Farid Moeinpour ◽  
Amir Khojastehnezhad

Silica gel–supported polyphosphoric acid (PPA-SiO2) was found to be an efficient catalyst for the synthesis of 1,8-dioxodecahydroacridines via one-pot three-component condensation of aryl aldehydes, dimedone, and ammonium acetate or 4-methyl aniline in high yields, easy workup procedure and short period of times. The catalyst was separated by simple filtration and used in the reaction three times without any significant loss of its activity.


2009 ◽  
Vol 7 (3) ◽  
pp. 550-554 ◽  
Author(s):  
Lakshman Gadekar ◽  
Shivshankar Mane ◽  
Santosh Katkar ◽  
Balasaheb Arbad ◽  
Machhindra Lande

AbstractNatural scolecite has been found as an effective catalyst for the one-pot synthesis of 2,4,5-triarylimidazole derivatives via a three component reaction using benzil or benzoin, aldehydes and ammonium acetate. This method provides several advantages such as being environmentally benign, reusable, possessing high yields with increased variations of the substituents in the product and preparative simplicity.


SynOpen ◽  
2017 ◽  
Vol 01 (01) ◽  
pp. 0045-0049 ◽  
Author(s):  
Subarna Kalita ◽  
Bidyut Das ◽  
Dibakar Deka

A simple l-proline-catalysed regio- and diastereoselective synthesis of spiro[pyrido[2,3-d]pyrimidin-2-amine-6,5′-pyrimidines] in water through a strategy of one-pot multicomponent domino reaction of 2,6-diaminopyrimidin-4-one, aldehydes and barbituric acids is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, simple purification process involving no chromatographic techniques, wide substrate scope, and high yields. The method delivers the desired product within short reaction time and with a diastereoselectivity of 61:39 to 100:0, which makes the protocol highly attractive.


Author(s):  
Behrooz Maleki ◽  
Samaneh Sedigh Ashrafi

<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>


Sign in / Sign up

Export Citation Format

Share Document