Six‐Component Reactions and Beyond: The Nuts and Bolts

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(34)

Published: Aug. 11, 2022

Abstract The deployment of multicomponent reactions (MCRs), defined as containing three or more reactants, not only enjoys pot, atom, and step‐economy in the synthesis novel complex molecules but also aligns with sustainable chemistry principles a green symphony. Generally, components lead to complexity, are taken an extreme ‘‘higher‐order’’ MCRs, where six even react one‐pot, have been developed, although they remain scarce compared their 3, 4 5‐component relatives. On this topic, rich footprint isocyanides MCRs has fruitful delivering higher order eight‐component through mechanistically similar pathways. present review encompasses brief history product utility, followed by thorough discussion reaction design that enabled discovery higher‐order spanning 6 8‐components. Future challenges opportunities will be elaborated.

Language: Английский

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Design of a new method for one-pot synthesis of 2-amino thiazoles using trichloroisocyanuric acid in the presence of a novel multi-functional and magnetically catalytic nanosystem: Ca/4-MePy-IL@ZY-Fe₃O₄

RSC Advances, Journal Year: 2023, Volume and Issue: 13(14), P. 9208 - 9221

Published: Jan. 1, 2023

In this study, an effective approach was developed to synthesize a novel, multifunctional ionic liquid nanocatalyst based on zeolite-Y with 4-methylpyridinium chloride (4-MePy-Cl) and calcium ions (Ca/4-MePy-IL@ZY). Then, Fe3O4 nanoparticles were produced inside the zeolite pores use of ultrasonic waves. XRD, FESEM, FT-IR, EDX-Map, TGA-DTA, VSM, BET, atomic absorption techniques used identify structure magnetic nanocomposite. its catalytic activity in one-pot synthesis 2-aminothiazoles using trichloroisocyanuric acid (TCCA) as green supplier halogen for intermediates studied. To provide ideal conditions preparation pure products, first, reaction acetophenone thiourea various solvents, different temperatures, presence amounts nanocatalysts molar amount TCCA used. Next, investigated 2-aminothiazole derivatives under optimal conditions. This method replaces iodine (I2), toxic reagent, first time TCCA, safe sustainable source halogen. The non-toxic solvent cheap, safe, recyclable nanocatalyst, quick times, high efficiency, ease separation aid magnet are additional benefits method. has led procedure being classified "green chemistry".

Language: Английский

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Kaolin-catalysed one-pot synthesis of thiophene containing aminonaphthols under solvent-free condition and their in vitro anticancer and antioxidant activity

Research on Chemical Intermediates, Journal Year: 2021, Volume and Issue: 47(10), P. 4067 - 4082

Published: June 16, 2021

Language: Английский

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Switching the three-component Biginelli-like reaction conditions for the regioselective synthesis of new 2-amino[1,2,4]triazolo[1,5-a]pyrimidines

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 22(4), P. 767 - 783

Published: Dec. 19, 2023

Facile procedures exploiting three-component reactions were developed to regioselectively obtain 2-amino-7-methyl-5-phenyl- and 2-amino-5-methyl-7-phenyl-[1,2,4]triazolo[1,5- a ]pyrimidine analogues bearing C-6 electron withdrawing group.

Language: Английский

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1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

Research on Chemical Intermediates, Journal Year: 2021, Volume and Issue: 48(2), P. 519 - 540

Published: Nov. 30, 2021

Language: Английский

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Solvent Screening Is Not Solvent Effect: A Review on the Most Neglected Aspect of Multicomponent Reactions

European Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 2022(30)

Published: May 11, 2022

Abstract In the current Perspective article, we critically review and discuss importance of solvent effects on multicomponent reactions, likely most neglected aspect in this research field. Although solvent‐free reactions may be desirable sometimes, still require a to properly promote them. This requirement makes knowledge all drawbacks advantages each central issue when trying optimize reactions. Yet, only few studies with actual evidence these key have been published. For quantitative solvents, are even scarcer. Perspective, argue that greater efforts should directed such fundamental studies.

Language: Английский

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Can Catenated Nitrogen Compounds with Amine-like Structures Become Candidates for High-Energy-Density Compounds?

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(17), P. 12481 - 12492

Published: Aug. 17, 2023

The worthwhile idea of whether amine-like catenated nitrogen compounds are stable enough to be used as high-energy materials was proposed and answered. Abstracting the NH3 structure into NR3 (R is substituent) yields a new class compounds. Most azole ring structures have high content stability. Inspired by this idea, series (A1 H5) were designed, their basic energetic properties calculated. results showed that (1) molecular often characterized low density; however, density these increases number nitrogens in increases; (2) generally extremely enthalpies formation (882.91–2652.03 kJ/mol), detonation velocity some exceeds 9254.00 m/s; (3) performance designed based on imidazole pyrazole rings poor due content; (4) bond dissociation enthalpy trigger bonds most higher than 84 kJ/mol, indicating certain thermodynamic In summary, potential become with excellent should considered synthesized experimental chemists.

Language: Английский

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Regioselective synthesis of indazolo[2,3-a]quinazolines enabled by I₂/S-facilitated annulation relay dehydrogenative aromatization of cyclohexanones

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(93), P. 13835 - 13838

Published: Jan. 1, 2023

A method for concise and regioselective synthesis of indazolo[2,3- a ]quinazolines has been developed via sequential annulation dehydrogenative aromatization cyclohexanones.

Language: Английский

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Indole–pyridine Carbonitriles: Multicomponent Reaction Synthesis and bio-evaluation As Potential Hits Against Diabetes Mellitus

Future Medicinal Chemistry, Journal Year: 2023, Volume and Issue: 15(21), P. 1943 - 1965

Published: Nov. 1, 2023

Background: Diabetes mellitus is a significant health disorder; therefore, researchers should focus on discovering new drug candidates. Methods: A series of indole–pyridine carbonitrile derivatives, 1–34, were synthesized through one-pot multicomponent reaction and evaluated for antidiabetic antioxidant potential. Results: In this library, 12 derivatives – 1, 2, 4, 5, 7, 8, 10–12, 14, 15 31 exhibited potent inhibitory activities against α-glucosidase α-amylase enzymes, in comparison to acarbose (IC50 = 14.50 ± 0.11 μM). Furthermore, kinetics, absorption, distribution, metabolism, excretion toxicity molecular docking studies used interpret the type inhibition, binding energies interactions ligands with target enzymes. Conclusion: These results indicate that compounds may be promising hits controlling diabetes its related complications.

Language: Английский

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Green design, synthesis of novel 2-methoxy-3-aryl-1,8-naphthyridines and their biological and molecular docking study

Results in Chemistry, Journal Year: 2022, Volume and Issue: 4, P. 100611 - 100611

Published: Jan. 1, 2022

An efficient and rapid synthesis of novel substituted 2-methoxy-3-aryl-1,8-naphthyridines 5(a-j) by the reaction 2-chloro-3-aryl-1,8-naphthyridines with sodium methoxide in ethanol under controlled microwave irradiation as well conventional methods are described. The products obtained very good yields a state high purity. elemental analysis, spectral data mass were used to characterize all analogs. newly synthesized molecules screened for their antimicrobial activity. In vitro study reveals activity compounds 5e 5g has shown excellent tested microbes. Furthermore, results molecular docking confirmed experimental findings.

Language: Английский

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