Transition metal-free tunable synthesis of 3-(trifluoromethylthio) and 3-trifluoromethylsulfinyl chromones via domino C-H functionalization and chromone annulation of enaminones

Chinese Chemical Letters, Год журнала: 2024, Номер 35(11), С. 109683 - 109683

Опубликована: Март 2, 2024

Язык: Английский

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Recent progress in visible light‐driven halogenation: Chlorination, bromination, and iodination

Bulletin of the Korean Chemical Society, Год журнала: 2024, Номер 45(9), С. 738 - 758

Опубликована: Сен. 1, 2024

Abstract Halogenation is one of the most important transformations in organic synthesis. Halogenated compounds are employed many reactions to prepare useful molecules. Many methods have been developed introduce halogens into different compounds. Visible light‐mediated efficient, low‐toxic, and mild‐condition applied for various chemistry transformations. Remarkably, there has an increasing development application visible light‐induced halogenation recent years. Herein, we present a comprehensive summary including chlorination, bromination, iodination under light irradiation since 2020.

Язык: Английский

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An update on the advances in chromone and the derivatives synthesis based on the key chromone annulation of o-hydroxyaryl enaminones

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110784 - 110784

Опубликована: Дек. 1, 2024

Язык: Английский

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Platform of Oxidative Transformation of α-Methyl Secondary Enaminones toward Tetrahydropyridines

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 20, 2025

In this paper, the application of α-methyl secondary enaminones in synthesis tetrahydrofuropyridines is described. The key step methodology situ generation 1-azadiene from oxidation enaminone, followed by a subsequent inverse-electron-demand hetero-Diels–Alder reaction proceeded to give desired product. Mechanistic studies and density functional theory (DFT) calculations revealed detailed pathway. Gram-scale preparation experiments further transformation product demonstrate potential applicability method. addition, amide derivatives could be obtained employing β-methyl as substrates under similar oxidative conditions. present work opens new window rarely reported enaminones.

Язык: Английский

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Synthesis of 2,4-Dicyanoalkylated Benzoxazines through the Radical-Mediated Cascade Cyclization of Isocyanides with AIBN under Metal- and Additive-Free Conditions

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(6), С. 3970 - 3976

Опубликована: Фев. 29, 2024

A general and novel method for the radical cascade cyclization of aryl isocyanides with AIBN has been described. This strategy provides straightforward access to various 2,4-dicyanoalkylated benzoxazines in moderate good yields under metal- additive-free conditions. The reaction can apply a gram scale tolerate diverse functional groups. 2,4-Dicyanoalkylated benzoxazine derivatives feature large Stokes shift intramolecular charge transfer properties.

Язык: Английский

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Visible Light Mediated Synthesis of 3‐Indolmethyl Chromones via the Cyclization of o‐Hydroxyaryl Enaminones with 3‐Indoleacetic Acids Catalyzed by Graphitic Carbon Nitride Adorned with Copper Nanoparticles

ChemNanoMat, Год журнала: 2024, Номер 10(5)

Опубликована: Март 18, 2024

Abstract Copper nanoparticles ( Cu 2 O NPs ) supported on graphitic carbon nitride g‐C 3 N 4 have been introduced as an effective heterogenous catalyst for the synthesis of 3‐indolmethyl chromones a–q under visible light conditions via cyclization o ‐hydroxyaryl enaminones with 3‐indoleacetic acids. The was thoroughly characterized using various techniques such FT‐IR, PXRD, XPS, FE‐SEM, EDX, TEM, and HR‐TEM analysis. optimized reaction enabled high yield production a wide range in short timespan at room temperature method successfully applied to gram‐scale synthesis. Importantly, could be reused up five cycles without significant decrease its activity. This approach aligns eco‐friendly principles, demonstrating favorable green chemistry metrics compound , including process mass intensity (7.83), environmental impact factor (6.83), atom economy (67.56 %), efficiency (60.76 chemical (92.37 (1.64), productivity (60.97 (69.15 %) optimum (89.93 %).

Язык: Английский

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Synthesis of 3-Substituted Chromones through Photoactivation of Acceptor–Acceptor Diazo Compounds

Synthesis, Год журнала: 2024, Номер unknown

Опубликована: Сен. 4, 2024

Abstract We report the photocatalytic alkylation of o-hydroxyarylenaminones with acceptor–acceptor diazo compounds to access 3-alkyl chromones. The reaction involves triplet sensitization substrate via energy transfer from photosensitizer. notable features protocol are operational simplicity, wide scope, and generally high yields products.

Язык: Английский

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Six-membered ring systems: With O and/or S atoms

Progress in heterocyclic chemistry, Год журнала: 2024, Номер unknown, С. 421 - 484

Опубликована: Янв. 1, 2024

Язык: Английский

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