Visible-Light-Induced Acylative Pyridylation of Styrenes

Organic Letters, Год журнала: 2024, Номер 26(22), С. 4727 - 4732

Опубликована: Май 29, 2024

A visible-light-induced photocatalyst-free acylative pyridylation of styrenes with 4-acyl-1,4-dihydropyridines (DHPs) and 4-cyanopyridines has been described, featuring mild reaction conditions, a broad substrate scope, good functional group tolerance. The could also be performed under sunlight irradiation albeit slightly lower conversion. 4-Acyl-1,4-DHPs serve dual role, acting as both photoreductant to reduce the cyanopyridine its radical anion intermediate precursor produce acyl radical. mechanism was especially elucidated through Hammett analysis, quadratic linear regression analysis by using parameters, σmb σjj·. findings from further demonstrate that rate-limiting step process is single electron transfer between 4-acyl-1,4-DHPs 4-cyanopyridines.

Язык: Английский

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Cobalt-Catalyzed Regio- and Stereoselective C(sp²)–H Alkylation of Enamides with 4-Alkyl-1,4-dihydropyridines

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 14, 2025

We report herein an efficient cobalt-catalyzed regioselective and stereoselective alkenyl C(sp2)-H alkylation of structurally diverse enamides with 4-alkyl-1,4-dihydropyridines (DHPs) as the alkyl radical precursors. This DHPs-based approach features a broad substrate scope excellent compatibility functionalities, giving rise to geometrically defined β-alkylated exclusive E configuration. Preliminary mechanistic studies suggest radical-involved pathway.

Язык: Английский

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Photocatalytic Carbamoyl Radical Transfer to Alkenyl Azaarenes

Synlett, Год журнала: 2024, Номер 35(16), С. 1883 - 1888

Опубликована: Янв. 29, 2024

Abstract 1-Phenyl-3-azaarenyl-propan-1-amine structural moieties have been widely incorporated in pharmaceuticals and biologically active compounds; however, current synthetic methods to access these compounds need multiple steps proceed with low efficiency. Herein, we reported an efficient photocatalytic carbamoyl radical transfer approach that allows the preparation of high yields (up 88%). The reaction easily runs on a gram-scale was applied for pheniramine two 72% total yield.

Язык: Английский

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Sunlight-induced Three-Component Synthesis of α-Aminoketones: A Green and Sustainable Pathway Through EDA Complex

Organic Chemistry Frontiers, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

We reported a sunlight-promoted, three-component reaction involving glyoxal hydrates, anilines, and 4-alkyl DHPs for the synthesis of α-aminoketones with high yields under ambient conditions without additional photocatalysts or additives.

Язык: Английский

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