Stereoselective synthesis of CF₃-containing spirocyclic-oxindoles using N-2,2,2-trifluoroethylisatin ketimines: an update

RSC Advances, Journal Year: 2023, Volume and Issue: 13(11), P. 7063 - 7075

Published: Jan. 1, 2023

Recent updates on the synthesis of CF 3 -containing spirocyclic-oxindoles by employing N -2,2,2-trifluoroethylisatin ketimines are described in this review article.

Language: Английский

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Catalytic efficiency of GO-PANI nanocomposite in the synthesis of N-Aryl-1,4-Dihydropyridine and hydroquinoline derivatives

Scientific Reports, Journal Year: 2025, Volume and Issue: 15(1)

Published: Jan. 22, 2025

Abstract In this research, graphene oxide-polyaniline (GO-PANI) nanocomposite was successfully synthesized and its catalytic performance evaluated for the synthesis of N-aryl-1,4-dihydropyridine (1,4-DHP) hydroquinoline derivatives. The GO nanosheets were prepared using Hummers’ method, in-situ polymerization aniline conducted with ammonium persulfate (APS) serving as initiator. demonstrated notable efficiency, achieving yields 80–94% 1,4-DHP derivatives 84–96% GO-PANI thoroughly characterized by various techniques, including Fourier Transforms Infrared spectroscopy (FT-IR), Field Emission Scanning Electron Microscopy (FE-SEM), X-ray Diffraction analysis (XRD), Thermogravimetric (TGA), Energy Dispersive (EDS), all which confirmed successful nanocomposite. Furthermore, after ten cycles reusability testing, retained high no significant degradation. This findings indicate that is a promising non-metal catalyst

Language: Английский

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Blossoming of Polyenamine Catalysis in Asymmetric Synthesis: Scope and Future Applications

Chemistry - An Asian Journal, Journal Year: 2023, Volume and Issue: 18(14)

Published: May 22, 2023

After the emergence of organocatalysis, field asymmetric synthesis has reached an exceptional level in this century. Asymmetric aminocatalysis, among other organocatalytic strategies, proceeded through LUMO-lowering iminium ion and HOMO-raising enamine activation appeared as a powerful synthetic approach for realizing potential chiral building blocks from unmodified carbonyl compounds. Consequently, concept strategy plethora transformations based on enamine, dienamine, most recently trienamine, tetraenamine, pentaenamine catalysis been devised. In mini-review article, we disclosed recent progress accomplished aminocatalysis polyenamine strategies functionalization compounds, covered reports 2014 to till date.

Language: Английский

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Sulfonic acid-functionalized nano zeolite NaY: a Brønsted acid catalyst for the green synthesis of pyridines and 1,4-dihydropyridines

New Journal of Chemistry, Journal Year: 2025, Volume and Issue: 49(6), P. 2418 - 2431

Published: Jan. 1, 2025

This study presents the development of a novel organo-inorganic hybrid material (zeolite-SO 3 H) through three-component reaction carbon disulfide and 1,3-propane sultone with aminopropyl-functionalized NaY zeolite.

Language: Английский

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Aminocatalytic, Stereoselective Synthesis of Tetrahydrocarbazole Spiropyrazolones via Remote [4 + 2] Annulation of Indole Tethered Enal With Olefinic Pyrazolones

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(5)

Published: Feb. 1, 2025

Abstract We present the first application of olefinic pyrazolone in conjunction with indole‐tethered enal an aminocatalytic remote [4 + 2] annulation reaction, successfully yielding tetrahydrocarbazole spiropyrazolone frameworks moderate to good yields, accompanied by significant enantio‐ and diastereoselectivities. The robustness this developed protocol is demonstrated through generation a diverse array 22 examples, all exhibiting consistent yields stereoselectivities. Furthermore, we achieved gram‐scale synthesis synthesized biologically relevant fluorohexahydrofuranocarbazole via two‐pot, three‐step sequence involving 2]‐addition, reduction, fluoroetherification reactions. Finally, propose plausible mechanism, supported SC‐XRD NOE experiments, highlighting crucial aspect research.

Language: Английский

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Photocatalytic asymmetric cross-dehydrogenative coupling of tetrahydroisoquinoline scaffolds

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: unknown, P. 155630 - 155630

Published: April 1, 2025

Language: Английский

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Photochemical Direct Mono/Di/Trifluoro‐Functionalization of Quinoxalin‐2(1H)‐ones

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(21)

Published: June 1, 2025

Abstract Given the significant applications of quinoxalinones in medicinal, pharmaceutical, and organic chemistry, developing an efficient synthetic approach for their facile assembly has received substantial attention chemistry. Conversely, it been established that incorporating fluorine into molecules either alters or enhances physical, chemical, biological properties target molecules. In this context, synergic combination medicinal associated with quinoxaline‐2(1 H )‐ones, wide chemical landscape fluorine‐containing compounds, installing atom as a single di/tri‐substituted groups on C‐3 position quinoxalin‐2(1 )‐one under visible light irradiation is increasing academic scientific interests. mini‐review article, we covered recent progress achieved various light‐induced direct functionalization )‐ones accessing diverse C3‐substituted embedded mono/di/tri‐substituted fluorine. Despite discussing advantages, shortcomings, challenges reaction discovery, mechanistic rationalizations are also underscored.

Language: Английский

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Bromination of indazoles enhanced by organic-dye, visible-light photoredox catalysis

Tetrahedron, Journal Year: 2023, Volume and Issue: 142, P. 133523 - 133523

Published: June 17, 2023

Language: Английский

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Photocatalytic activity of Rose Bengal encapsulated in zeolitic imidazolate framework-8 (RB@ZIF-8): an innovative approach for the one pot synthesis of highly functionalized tetrahydropyridines and study of their anti-tubercular activity

Catalysis Science & Technology, Journal Year: 2024, Volume and Issue: 14(9), P. 2619 - 2629

Published: Jan. 1, 2024

The synthesis of tetrahydropyridine derivatives under visible-light irradiation using a photoactive metal–organic framework and the evaluation their anti-tubercular activities.

Language: Английский

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Photoredox-Catalyzed Cross-Coupling of In Situ Generated Quinoxalinones with Indoles for the Synthesis of Tertiary Alcohols

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(20), P. 14740 - 14754

Published: Oct. 7, 2024

A visible light-driven photoredox-catalyzed direct C(sp2)-H functionalization of N–H free indoles with quinoxalinones generated in situ from 2,2-dihydroxy-1H-indene-1,3(2H)-dione and phenylene-1,2-diamines has been reported the aid Na2-Eosin Y as photocatalyst Hünig base sacrificial electron proton donor. The reaction provides easy access to a variety quaternary-centered C-3 selective indole-substituted tertiary alcohols good yields. Mechanistic studies demonstrated realization quinoxalinone formation their proton-coupled single reduction corresponding ketyl radicals followed by cross-coupling indoles. potential applications synthesized photoacid-catalyzed carbon–carbon carbon–sulfur bond-forming reactions feature key findings present work.

Language: Английский

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