Lewis Acidic Ionic-Liquid-Catalyzed Radical-Cascade Alkylation/Cyclization of N-Alkyl-N-methacryloyl Benzamides with Alkanes via Visible-Light-Induced Ligand-to-Metal Charge Transfer: Access to Alkylated Isoquinoline-1,3(2H,4H)-diones

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 21, 2024

With the flourishing progress of ligand-to-metal charge transfer (LMCT) photocatalysis, various metals were developed as catalysts to activate abundant alkane feedstocks for synthesis functionalized organic compounds. However, best our knowledge, most LMCT are difficult recover and reuse next cycles. Herein, we report a reusable Lewis acidic ionic liquid (LAIL)-catalyzed radical-cascade alkylation/cyclization N-alkyl-N-methacryloyl benzamides with unactivated alkanes alkylated isoquinoline-1,3-(2H,4H)-diketones. The protocol features mild reaction conditions, high atom utilization efficiency, scale-up synthesis, simple operation, recycling catalysts.

Язык: Английский

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Visible-Light-Induced alkyl-arylation of olefins via a Halogen-Atom Transfer Process

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(31), С. 6370 - 6375

Опубликована: Янв. 1, 2024

Visible-light-induced three-component 1,2-alkyl-arylation of alkenes and alkyl radical addition/cyclization acrylamides have been realized using a photocatalytic halogen-atom transfer (XAT) strategy.

Язык: Английский

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Photocatalyst‐free Synthesis of Oxindoles and Isoquinolinediones via the Radical Reaction of N‐Arylacrylamides with Monoalkyl Cesium Oxalate Salts by Visible Light Catalysis

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(45)

Опубликована: Авг. 28, 2024

Abstract A photocatalyst‐free cascade reaction of N ‐alkyl‐ ‐arylmethacrylamides with monoalkyl cesium oxalate salts is described. In the presence visible light and (NH 4 ) 2 S O 8 , undergo single‐electron oxidation/CO extrusion to generate alkyl radicals, followed by addition subsequent cyclization give alkylated oxindoles. addition, ‐methacryloylbenzamides could be applied for reaction, providing a series isoquinolinediones, which are completely different from products obtained oxalates as substrates.

Язык: Английский

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Photochemical Decarboxylative Radical Alkylation/Cyclization Reaction to Fused Nitrogen Heterocycles by LiI/PPh₃ Catalysis

Chinese Journal of Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 10, 2024

Comprehensive Summary A visible‐light‐induced decarboxylative radical cascade cyclization reaction between N ‐(2‐cyanoaryl)‐acrylamides and alkyl ‐(acyloxy)phthalimide (NHPI esters) for the construction of phenanthridine derivatives has been developed. This approach utilizes lithium iodide (LiI) triphenylphosphine (PPh 3 ) as redox catalysts is produced through photoactivation electron donor‐acceptor (EDA) complex. series primary, secondary, tertiary alkyl‐substituted phenanthridines are prepared in up to 82% yield without transition‐metal catalysts, chemical oxidants, or metal‐/organic dye‐based photocatalysts.

Язык: Английский

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Visible-light-induced decarboxylative cyclization

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 3, 2024

The present review focuses on recent progress (2020–2024) in the visible-light-driven decarboxylative cyclization of various carboxylic acid derivatives for constructing carbo-/heterocycles.

Язык: Английский

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