Visible-light-induced direct perfluoroalkylation/heteroarylation of [1.1.1]propellane to diverse bicyclo[1.1.1]pentanes (BCPs) under metal and photocatalyst-free conditions

Green Chemistry, Год журнала: 2023, Номер 25(3), С. 986 - 992

Опубликована: Янв. 1, 2023

This study describes a green and novel multi-component reaction for direct perfluoroalkylation/heteroarylation of [1.1.1]propellane with heteroarenes perfluoroalkyl iodines to diverse bicyclo[1.1.1]pentanes (BCPs).

Язык: Английский

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Electrophotocatalytic tri- or difluoromethylative cyclization of alkenes

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(10), С. 2482 - 2490

Опубликована: Янв. 1, 2023

Photoelectrocatalysis is mild yet potent and this work unlocks the potential of unactivated alkenes for oxidant-free oxidative cyclization alkenes.

Язык: Английский

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Visible photons as ideal reagents for the activation of coloured organic compounds

Chemical Society Reviews, Год журнала: 2024, Номер 53(10), С. 4926 - 4975

Опубликована: Янв. 1, 2024

In search for the perfect wave(length). This review is dedicated to recent efforts in development of visible light driven photochemical strategies occurring coloured organic compounds.

Язык: Английский

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Visible light photoredox-catalyzed arylative cyclization to access benzimidazo[2,1-a]isoquinolin-6(5H)-ones

Chemical Communications, Год журнала: 2023, Номер 59(40), С. 6092 - 6095

Опубликована: Янв. 1, 2023

An efficient Ru( ii )-photoredox-catalyzed radical cascade between N -substituted 2-arylbenzoimidazoles and diaryliodonium triflates furnishing a variety of arylated-benzimidazo[2,1- ]isoquinolin-6(5 H )-ones is achieved.

Язык: Английский

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Visible‐Light‐Mediated Photocatalyst‐Free Hydroacylation of Azodicarboxylic Acid Derivatives with 4‐Acyl‐1,4‐dihydropyridines

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(11), С. 1230 - 1236

Опубликована: Фев. 5, 2024

Comprehensive Summary A visible‐light‐enabled, photocatalyst‐free hydroacylation reaction of azodicarboxylic acid derivatives was described. This radical conjugate addition (RCA) protocol relied on the dual role 4‐acyl‐1,4‐dihydropyridine (acyl‐DHP) reagents that besides being as reservoirs, they also enabled conversion adducts to anion intermediates via reduction. Under “catalyst‐oxidant‐additive free” conditions, a wide range structurally different acyl hydrazide products were readily obtained in 56%—99% yields. The utility this transformation further demonstrated by scale‐up synthesis and downstream derivatization.

Язык: Английский

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Self-Catalyzed, Visible-Light-Induced Selective C3–H Aroylation of Quinoxalin-2(1H)-ones with Arylaldehydes by Air as an Oxidant

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(10), С. 7233 - 7242

Опубликована: Апрель 26, 2024

A self-catalyzed, visible-light-induced, directly selective C3–H aroylation of quinoxalin-2(1H)-ones via energy transfer and hydrogen atom (HAT) catalysis has been developed. The method is highly atom-economical, eco-friendly, easy to handle. Notably, the reaction proceeded efficiently with ambient air as sole oxidant at room temperature.

Язык: Английский

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Photoinduced cyclization of aryl ynones with 4-alkyl-DHPs for the divergent synthesis of indenones, thioflavones and spiro[5.5]trienones

Molecular Catalysis, Год журнала: 2022, Номер 535, С. 112819 - 112819

Опубликована: Дек. 2, 2022

Язык: Английский

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Sustainable valorisation of renewables through dialkyl carbonates and isopropenyl esters

Green Chemistry, Год журнала: 2023, Номер 25(13), С. 4878 - 4911

Опубликована: Янв. 1, 2023

This review showcases the most recent application of commercially relevant linear and alkylene organic carbonates a representative enol ester, isopropenyl acetate (iPAc), for chemical upgrading renewable-based compounds biopolymers.

Язык: Английский

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Radical cascade cyclization for the green and simple synthesis of silylated indolo[2,1-a]isoquinoline derivatives via visible light-mediated Si–H bonds activation

Chinese Chemical Letters, Год журнала: 2023, Номер 35(1), С. 108633 - 108633

Опубликована: Июнь 1, 2023

Язык: Английский

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Electrochemically Enabled C4–H and C3–H Functionalization of 2-Phenyl Quinazoline and Quinoxaline through Dehydrogenative C–H/C–H, C–H/P–H, and C–H/O–H Cross-Coupling

The Journal of Organic Chemistry, Год журнала: 2023, Номер 88(9), С. 6071 - 6095

Опубликована: Апрель 16, 2023

Quinazoline moieties and particularly C4-substituted quinazoline scaffolds are widely distributed in biologically active molecules, thus, direct C4-functionalization of quinazolines is the most convenient way to materialize new, straightforward, sustainable strategies for synthesis useful medicinal targets. Retrospecting that, effort has been directed toward electrocatalytic C4-H bond diversification related electron-deficient N-heterocycles (quinoxaline) offering C4 C3 benzoyl-, acetyl-, phenol-, ether-, phosphonate-, nitroalkane-incorporated via a radical addition pathway under sacrificial oxidant- additive-free conditions. Various coupling partners quinazolines, as well other structurally similar heterocyclic motifs, respond well, providing moderate high yields coupled products along with gram-scale upgradation. Additionally, performed control experiments cyclic voltammetry investigations also nicely justified proposed mechanism process. Further, late-stage functionalization leading indolo quinolines vinyl-sulfonated using ruthenium-catalyzed skeletal transformation benzoylated 3b appropriated developed methodology. Finally, this reaction can be summarized (a) anodic activation functionalized Hantzsch ester furnish key species; (b) an activated N-heterocycle; (c) oxidation target product without assistance any metal chelation.

Язык: Английский

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