scholarly journals Convenient construction of tetrahydrochromeno[4′,3′:2,3]indolizino[8,7-b]indoles and tetrahydroindolizino[8,7-b]indoles via one-pot domino reaction

RSC Advances ◽  
2018 ◽  
Vol 8 (50) ◽  
pp. 28736-28744 ◽  
Author(s):  
Jing Sun ◽  
Wang Jiang ◽  
Chao-Guo Yan

The functionalized tetrahydrochromeno[4′,3′:2,3]indolizino[8,7-b]indoles were conveniently synthesized in high yields by one-pot domino reaction of tryptamines, alkyl propiolates and 2-aryl-3-nitro-2H-chromenes.

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.


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...


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.


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.


2018 ◽  
Vol 42 (4) ◽  
pp. 219-223 ◽  
Author(s):  
Afshin Yazdani-Elah-Abadi ◽  
Reza Morekian ◽  
Nasim Simin ◽  
Mojtaba Lashkari

Novel fused 4,5-dihydro-1 H-furo[2,3- c]pyrazole derivatives containing both biologically active pyrazole and furan templates are synthesised by a one-pot two-step four-component domino reaction involving hydrazine hydrate, a β-keto ester, an aromatic aldehyde and a pyridinium salt catalysed by DABCO with high diastereoselectivity in H2O under microwave irradiation. To minimise the formation of byproducts, the hydrazine hydrate and ethyl acetoacetate were first irradiated until a pyrazolone was formed. Next, the aryl aldehyde, the pyridinium salt and DABCO were added and the reaction could be completed in good to excellent yields. The salient features of this eco-friendly methodology are highlighted by its short reaction time (10–12 min), high yields, high atom-economy, efficiency of producing five new bonds (2C–C, C=N, C–N and one C–O), two new rings and two stereocentres in a single operation, absence of any tedious work-up or purification and avoidance of separation of intermediates.


RSC Advances ◽  
2016 ◽  
Vol 6 (49) ◽  
pp. 43638-43647 ◽  
Author(s):  
Avnish Kumar ◽  
Sundar S. Shinde ◽  
Dharmendra Kumar Tiwari ◽  
Balasubramanian Sridhar ◽  
Pravin R. Likhar

A palladium catalyzed domino reaction of 1,4-disubstituted triazoles involving homo- and heterocondensation is presented. The approach provides a simple, straight forward and a facile route to access triazolo[1,5-f]phenanthridines in high yields.


2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.


2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.


2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja

Abstract:: An efficient method has been developed for the synthesis of new pyrano[3,2-c] and pyrano[3,2-a]carbazole de-rivatives via a three component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isocyanides, and dialkylacetylenedi-carboxylates. Noteworthy features of this protocol include mild reaction conditions, catalyst-free, high atom-economy and high yields.


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