Reaction Control in the Organocatalytic Asymmetric One-Pot, Three-Component Reaction of Aldehydes, Diethyl α-Aminomalonate and Nitroalkenes: Toward Diversity-Oriented Synthesis

2008 ◽  
Vol 14 (32) ◽  
pp. 9873-9877 ◽  
Author(s):  
Yan-Kai Liu ◽  
Hao Liu ◽  
Wei Du ◽  
Lei Yue ◽  
Ying-Chun Chen
Keyword(s):  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Three Component Reaction

A Simple and Efficient Diversity-Oriented Synthesis of New Substituted 3-(Arylamino)-6,7-dihydro-1H-indazol-4(5H)-ones by a KOH-Assisted One-Pot Reaction

2017 ◽  
Vol 70 (12) ◽  
pp. 1274 ◽  
Author(s):  
Mehdi Rimaz ◽  
Behzad Khalili ◽  
Golaleh Khatyal ◽  
Hossein Mousavi ◽  
Farkhondeh Aali
Keyword(s):  
Aprotic Solvent ◽  
Combinatorial Method ◽  
Reaction Conditions ◽  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Synthetic Strategy ◽  
Polar Aprotic Solvent ◽  
Three Component Reaction ◽  
Aromatic Isothiocyanates ◽  
Operational Simplicity

A novel, simple, and straightforward combinatorial method for the synthesis of new substituted 3-(arylamino)-6,7-dihydro-1H-indazol-4(5H)-one derivatives has been developed. The synthesis was achieved via a one-pot three-component reaction of aromatic isothiocyanates, substituted 1,3-cyclohexanediones, and hydrazine hydrate in dimethyl sulfoxide as a polar aprotic solvent. This methodology has the advantages of mild reaction conditions, good to excellent yields, easily available starting materials, operational simplicity, and easy workup. This chemistry provides an efficient synthetic strategy to diversity-oriented construction of the 3-arylaminoindazole skeleton.

Diversity oriented multi-component reaction (DOS–MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds via one-pot cascade reactions

2020 ◽  
Vol 18 (16) ◽  
pp. 3082-3092
Author(s):  
Lakshmanan Palanivel ◽  
Vasuki Gnanasambandam
Keyword(s):  
Natural Product ◽  
Cascade Reactions ◽  
Selective Synthesis ◽  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Three Component Reaction ◽  
Couple Pair ◽  
Hybrid Scaffolds

Skeletally diverse and complex polyheterocyclic hybrid scaffolds have been accessed via one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis.

Diversity-Oriented Synthesis of Spiro-Substituted 1,3-Thiazine Library via a One-Pot, Two-Step, Three-Component Reaction

2010 ◽  
Vol 13 (1) ◽  
pp. 84-88 ◽  
Author(s):  
Qi-Ya Zhuang ◽  
Xiang Wang ◽  
Yuan Gao ◽  
Feng Shi ◽  
Bo Jiang ◽  
...  
Keyword(s):  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Three Component Reaction

scholarly journals Diversity-Oriented Synthesis of Novel Trihalomethyl-Containing Spirochromeno[3,4-a](thia)pyrrolizidines and Spirochromeno-[3,4-a]indolizidines by One-Pot, Three-Component [3+2]-Cyclo­addition Reaction

SynOpen ◽  
2021 ◽  
Vol 05 (01) ◽  
pp. 1-16
Author(s):  
Vladislav Y. Korotaev ◽  
Igor B. Kutyashev ◽  
Maxim S. Sannikov ◽  
Ivan A. Kochnev ◽  
Alexey Y. Barkov ◽  
...  
Keyword(s):  
Azomethine Ylides ◽  
X Ray Diffraction ◽  
One Pot ◽  
Relative Configuration ◽  
Diversity Oriented Synthesis ◽  
X Ray ◽  
2D Noesy ◽  
Three Component Reaction ◽  
Trifluoromethyl Groups

AbstractRegio- and stereoselective methods for the synthesis of 6′-trifluoro(trichloro)methyl substituted spiro[acenaphthylene-1,11′-chromeno[3,4-a](thia)pyrrolizidin]-2-ones and spiro[acenaphthylene-1,12′-chromeno[3,4-a]indolizidin]-2-ones have been developed based on the three-component reaction of 3-nitro-2-trifluoro(trichloro)methyl-2H-chromenes with azomethine ylides generated in situ from acenaphthenequinone and cyclic α-amino acids. The cycloaddition proceeds under mild conditions in ethanol or DMSO, and only endo-isomers of the products with cis-arrangement of nitro and trifluoromethyl groups are formed. The relative configuration of cycloadducts is reliably confirmed by X-ray diffraction analysis and by 2D NOESY spectroscopy.

Novel One-pot Synthesis of Pyranocarbazole Derivatives via an Isocyanide-based Three-component Reaction

2020 ◽  
Vol 17 ◽  
Author(s):  
Visarapu Malathi ◽  
Pedavenkatagari Narayana Reddy ◽  
Pannala Padmaja
Keyword(s):  
Efficient Method ◽  
Atom Economy ◽  
Reaction Conditions ◽  
One Pot ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
Three Component Reaction ◽  
High Yields

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.

Design, Synthesis, In vitro Cytotoxic Activity Evaluation, and Study of Apoptosis Inducing Effect of New Styrylimidazo[1,2-a]Pyridines as Potent Anti-Breast Cancer Agents

2019 ◽  
Vol 19 (2) ◽  
pp. 265-275 ◽  
Author(s):  
Faeze Khalili ◽  
Sara Akrami ◽  
Malihe Safavi ◽  
Maryam Mohammadi-Khanaposhtani ◽  
Mina Saeedi ◽  
...  
Keyword(s):  
Breast Cancer ◽  
Cytotoxic Activity ◽  
High Yield ◽  
Breast Cancer Cell Lines ◽  
Pyridine Derivatives ◽  
One Pot ◽  
Standard Drug ◽  
Three Component Reaction ◽  
Anti Cancer

Background: This paper reports synthesis, cytotoxic activity, and apoptosis inducing effect of a novel series of styrylimidazo[1,2-a]pyridine derivatives. Objective: In this study, anti-cancer activity of novel styrylimidazo[1,2-a]pyridines was evaluated. Methods: Styrylimidazo[1,2-a]pyridine derivatives 4a-o were synthesized through a one-pot three-component reaction of 2-aminopyridines, cinnamaldehydes, and isocyanides in high yield. All synthesized compounds 4a-o were evaluated against breast cancer cell lines including MDA-MB-231, MCF-7, and T-47D using MTT assay. Apoptosis was evaluated by acridine orange/ethidium bromide staining, cell cycle analysis, and TUNEL assay as the mechanism of cell death. Results: Most of the synthesized compounds exhibited more potent cytotoxicity than standard drug, etoposide. Induction of apoptosis by the most cytotoxic compounds 4f, 4g, 4j, 4n, and 4m was confirmed through mentioned methods. Conclusion: In conclusion, these results confirmed the potency of styrylimidazo[1,2-a]pyridines for further drug discovery developments in the field of anti-cancer agents.

scholarly journals One-Pot Three Component Synthesis of 2-(1H-Benzo[d]thiazole-2-yl)- N-Arylbenzamides in Glycerol Medium

2020 ◽  
Vol 32 (6) ◽  
pp. 1343-1351
Author(s):  
Swathi Thumula ◽  
Venkatesan Srinivasadesikan ◽  
Ravi K. Kottalanka ◽  
S. Rex Jeya Rajkumar ◽  
Balajee Ramchandran
Keyword(s):  
Docking Study ◽  
Molecular Docking Study ◽  
One Pot ◽  
Docking Result ◽  
Three Component Reaction ◽  
Antibacterial Target ◽  
Short Time ◽  
A549 Lung ◽  
Glycerol Medium ◽  
Mcf 7

In this work, a series of 2-(1H-benzo[d]thiazole-2-yl)-N-arylbenzamides is synthesized by using diethyl phthalate, anilines and 2-amino-benzenethiol by one-pot three component synthesis in glycerol medium. Phosphoric acid is used as an effective reagent for this one-pot three component reaction. This reaction got completed in a short time, easy workup and gave an excellent yield in glycerol medium. The N-arylbenzamides was found to have significant cytotoxic potentials against various cancer cells viz., A549 (lung cancer), HeLa (cervical cancer) and MCF-7 (breast cancer) using MTT assay. The molecular docking study is also employed to understand the binding mechanism of N-arylbenzamides against the antibacterial target. The docking result shows the binding energy of compound 4a is -8.6 kcal/mol. The binding affinity is a major concern and it shows that Asn and Thr residues have an interaction with compound 4a.

scholarly journals Synthesis of tetrazolo[1,5-a]pyrimidine-6-carbonitriles using HMTA-BAIL@MIL-101(Cr) as a superior heterogeneous catalyst

2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Hossein Abdollahi-Basir ◽  
Boshra Mirhosseini-Eshkevari ◽  
Farzad Zamani ◽  
Mohammad Ali Ghasemzadeh
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Reaction Time ◽  
Metal Organic Framework ◽  
One Pot ◽  
Short Reaction Time ◽  
Three Component Reaction ◽  
Metal Organic ◽  
Ft Ir ◽  
Novel Catalyst

AbstractA one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal–organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.

Catalyst- and solvent-free Csp2-H functionalization of 4-hydroxycoumarins via C-3 dehydrogenative aza-coupling under ball-milling

2021 ◽  
Author(s):  
Goutam Brahmachari ◽  
Indrajit Karmakar ◽  
Pintu Karmakar
Keyword(s):  
Ball Milling ◽  
Aromatic Amines ◽  
Solvent Free ◽  
One Pot ◽  
Biologically Relevant ◽  
Tert Butyl ◽  
Three Component Reaction ◽  
Primary Aromatic Amines

A one-pot procedure for the synthesis of biologically relevant coumarin-hydrazones by a three-component reaction between 4-hydrocoumarins, primary aromatic amines and tert-butyl nitrite under ball-milling in the absence of any catalyst/additive...

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