Semi-heterogeneous g-C₃N₄/NaI dual catalytic C–C bond formation under visible light

Green Chemistry, Год журнала: 2023, Номер 25(8), С. 3292 - 3296

Опубликована: Янв. 1, 2023

The semi-heterogeneous g-C 3 N 4 /NaI dual catalytic system driven C–C bond formation between quinoxalin-2(1 H )-ones and arylhydrazines under blue light irradiation is reported for the first time.

Язык: Английский

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Electrosynthetic C−O Bond Activation in Alcohols and Alcohol Derivatives

Angewandte Chemie International Edition, Год журнала: 2022, Номер 62(4)

Опубликована: Окт. 24, 2022

Alcohols and their derivatives are ubiquitous versatile motifs in organic synthesis. Deoxygenative transformations of these compounds often challenging due to the thermodynamic penalty associated with cleavage C-O bond. However, electrochemically driven redox events have been shown facilitate bond alcohols either through direct electron transfer or use mediators electroactive catalysts. Herein, a comprehensive overview preparative mediated protocols for activation functionalization is detailed, including indirect electrosynthetic methods, as well photoelectrochemical strategies.

Язык: Английский

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Three‐Component Reactions of Quinoxalin‐2(1H)‐ones: Recent Advances

European Journal of Organic Chemistry, Год журнала: 2023, Номер unknown

Опубликована: Сен. 11, 2023

Abstract The multicomponent reactions of quinoxalin‐2(1 H )‐ones has attracted considerable interest due to their significant biological and chemical activities. very recent advances (from 2021 the beginning 2023) on radical three‐component cascade reaction )‐one derivatives at C3 position were summarized in this mini‐review. According kind types involved, some representative examples detailed mechanism have been categorized discussed. red front was covered by Figure 1.

Язык: Английский

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Piezocatalyzed Decarboxylative Acylation of Quinoxalin-2(1H)-ones Using Ball Milling

ACS Sustainable Chemistry & Engineering, Год журнала: 2023, Номер 11(3), С. 910 - 920

Опубликована: Янв. 11, 2023

The first piezochemically driven decarboxylative coupling of the C–H bond was developed. agitation BaTiO3 via ball milling converts mechanical energy into electrical potential, leading to production a benzoyl radical single-electron transfer pathway analogous photocatalytic reaction. This mechanoredox catalytic strategy synthesize C3-acylated quinoxalin-2(1H)-ones requires no solvent, short reaction time, and simple handling skills, exhibiting promising potential in large-scale chemical manufacturing.

Язык: Английский

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Sono-photocatalytic amination of quinoxalin-2(1H)-ones with aliphatic amines

Chinese Chemical Letters, Год журнала: 2024, Номер 35(10), С. 110038 - 110038

Опубликована: Май 22, 2024

Язык: Английский

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Multicomponent Heteroarylphosphorothiolation of Alkenes for Accessing β‐Phosphorothiolated Quinoxalinones

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(12), С. 2758 - 2763

Опубликована: Апрель 24, 2024

Abstract Herein, we present a (NH 4 ) 2 S O 8 mediated difunctionalization reaction of aryl alkenes with quinoxalinones and P(O)SH compounds. This method enables the synthesis various phosphorothioate‐containing quinoxalin‐2(1 H )‐one derivatives (46 examples) in 37–79% yields. The is compatible range functional groups easily adaptable to large‐scale synthesis. Preliminary studies suggest involvement phosphorothioate radicals these transformations.

Язык: Английский

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Visible‐Light‐Promoted Electron Donor‐Acceptor Complex Enabled Decarboxylative Alkylation of Quinoxalin‐2(1H)‐ones and N‐Hydroxyphthalimide Esters with Na₂S as a Catalytic Donor

Asian Journal of Organic Chemistry, Год журнала: 2023, Номер 12(2)

Опубликована: Янв. 11, 2023

Abstract We developed a novel and efficient method for the synthesis of various 3‐alkylated quinoxalin‐2(1 H )‐ones (32 examples, 70%–96% yields) through electron donor‐acceptor complex enabled alkylation with N ‐ hydroxyphthalimide esters as alkyl source Na 2 S catalytic donor under external photocatalyst‐, oxidant‐ additive‐free conditions.

Язык: Английский

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Recent Developments in Direct C–H Functionalization of Quinoxalin-2(1H)-Ones via Multi-Component Tandem Reactions

Molecules, Год журнала: 2023, Номер 28(6), С. 2513 - 2513

Опубликована: Март 9, 2023

The direct C-H multifunctionalization of quinoxalin-2(1H)-ones via multicomponent reactions has attracted considerable interest due to their diverse biological activities and chemical profile. This review will focus on recent achievements. It mainly covers reaction methods for the simultaneous introduction C-C bonds C-RF/C/O/N/Cl/S/D into mechanisms. Meanwhile, future developments multi-component are envisaged, such as construction C-B/SI/P/F/I/SE through reactions; fused ring macrocyclic compounds; asymmetric synthesis; green chemistry; bionic structures other fields. aim is enrich at C3 position, which have rich applications in materials chemistry pharmaceutical pharmacology.

Язык: Английский

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Selectfluor-Mediated Regioselective C-3 Alkoxylation, Amination, Sulfenylation, and Selenylation of Quinoxalin-2(1H)-ones

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(4), С. 2344 - 2357

Опубликована: Фев. 3, 2023

A Selectfluor-promoted oxidative coupling of quinoxalin-2(1H)-ones with alcohols, amines, thiols, and selenols leading to the formation C-O, C-N, C-S, C-Se bonds has been developed. The protocol provided good excellent (53-95%) yields a wide range decorated alkoxy, alkylamino, alkylthio, arylselenyl groups at C3-position under metal- photocatalyst-free conditions. reaction is believed proceed through radical pathway. broad substrate scope including bioactive molecules, mild conditions, readily available partners, high yields, scalability, step-economy, conditions are highlighting features method. synthetic utility developed was demonstrated by gram-scale synthesis, C3-alkoxylation quinoxaline-2(1H)-one natural synthesis aldose reductase (ALR2) inhibitor histamine-4 receptor antagonist in yields.

Язык: Английский

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Recent Advances in Visible‐Light‐Enabled C3‐H Fluoroalkylation of Quinoxalin‐2(1H)‐ones

ChemistrySelect, Год журнала: 2025, Номер 10(12)

Опубликована: Март 1, 2025

Abstract In light of the extensive application fluoroalkyl‐containing molecules and functionalized quinoxalin‐2(1 H )‐ones in medicinal chemistry functional materials, visible‐light‐enabled C3‐H fluoroalkylation has garnered significant attention. this review, we provide a detailed overview latest advancements rapidly evolving research area. We cover utilization various fluoroalkyl sources under conditions photocatalyst or without photocatalyst, discuss pertinent reaction conditions, mechanisms, substrate scope. Our objective is to help more chemists comprehend challenges opportunities within field, thereby fostering its development.

Язык: Английский

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