Aminoselenation and Dehydroaromatization of Cyclohexanones with Anilines and Diselenides

Organic Letters, Год журнала: 2024, Номер 26(22), С. 4835 - 4839

Опубликована: Май 29, 2024

A three-component cascade reaction involving cyclohexanones, anilines, and diaryl diselenides under metal-free conditions is reported. The ortho-selenation of cyclohexanones with diselenides, followed by sequential dehydroaromatization enables the preparation a variety o-selanyl anilines in moderate to excellent yields. This innovative transformation notable for its tolerance functional groups suitable late-stage modification complex pharmaceuticals.

Язык: Английский

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Visible-light induced direct C(sp³)–H functionalization: recent advances and future prospects

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(18), С. 5278 - 5305

Опубликована: Янв. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Язык: Английский

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Direct C−H Sulfuration: Synthesis of Disulfides, Dithiocarbamates, Xanthates, Thiocarbamates and Thiocarbonates

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(9)

Опубликована: Фев. 29, 2024

Abstract In light of the important biological activities and widespread applications organic disulfides, dithiocarbamates, xanthates, thiocarbamates thiocarbonates, continual persuit efficient methods for their synthesis remains crucial. Traditionally, preparation such compounds heavily relied on intricate multi‐step syntheses use highly prefunctionalized starting materials. Over past two decades, direct sulfuration C−H bonds has evolved into a straightforward, atom‐ step‐economical method organosulfur compounds. This review aims to provide an up‐to‐date discussion disulfuration, dithiocarbamation, xanthylation, thiocarbamation thiocarbonation, with special focus describing scopes mechanistic aspects. Moreover, synthetic limitations some these methodologies, along key unsolved challenges be addressed in future are also discussed. The majority examples covered this accomplished via metal‐free, photochemical or electrochemical approaches, which alignment overraching objectives green sustainable chemistry. comprehensive consolidate recent advancements, providing valuable insights dynamic landscape strategies crucial classes

Язык: Английский

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Cp*Co(III)-catalyzed ortho-alkylation/alkenylation of anilides

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

A highly practical and efficient Cp*Co( iii )-catalyzed regioselective C–H alkylation/alkenylation of anilides with maleimides acrylates was developed, during which a weakly coordinating amide group functioned as the directing group.

Язык: Английский

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Direct C-H Selenylation of (Benz)Imidazole and related heterocycles via Cooperative Action of Palladium and Silver Catalyst

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134667 - 134667

Опубликована: Апрель 1, 2025

Язык: Английский

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Copper-catalyzed aryl ortho-C–H thiolation of aldehydes via a transient directing group strategy

Organic Chemistry Frontiers, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

The Cu-catalyzed C–H thiolation reaction of aromatic aldehydes has been developed via a transient directing group strategy.

Язык: Английский

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Copper-Mediated C(sp²)–H Thiolation of Free Amines Enabled by a Transient Directing Group

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Июнь 5, 2025

A copper-mediated C-H thiolation reaction of benzylamines has been developed using a transient directing group strategy. In this reaction, picolinaldehyde was used as the catalyst, which forms imine in situ with to facilitate activation. This method not only provides straightforward route aryl sulfides but also represents one rare examples first-row transition metal-mediated functionalization via approach. The work highlights potential cost-effective copper catalysts enabling challenging C-S bond formations, advancing field sustainable functionalization.

Язык: Английский

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Visible-light-driven PCy₃-promoted deselenization of 1,2-diselenides

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(13), С. 3630 - 3638

Опубликована: Янв. 1, 2024

A visible-light-driven PCy 3 -promoted deselenization of 1,2-diselenides for the formation C–Se, C–Te and C–S bonds has been developed.

Язык: Английский

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Palladium‐Catalyzed C3‐Carbaldehyde Directed Regioselective C2‐Thioarylation of Indoles

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(11)

Опубликована: Апрель 5, 2024

Palladium-catalyzed thioarylation of indoles by diaryl disulfides in the presence phenyliododiacetate is reported. The directing potential weakly coordinating aldehyde group present at 3-position indole was exploited for regioselective C2-H over possible C4-H functionalization. Mechanistic studies reveal that process involves initial generation thioaryl radical followed sequential C-H activation, thiolate transfer, and reductive elimination.

Язык: Английский

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I2 or I2/PIFA one‒pot induced system for rapid synthesis of chalcogenated enamides, uracils or 2-pyridones under mild conditions

New Journal of Chemistry, Год журнала: 2024, Номер 48(28), С. 12793 - 12799

Опубликована: Янв. 1, 2024

An I 2 -mediated β-C(sp )–H chalcogenylation of enamides under mild and rapid conditions has been developed. Sequential addition PIFA led to valuable 5-thio- 5-seleno-2-pyridones with a free C3 position.

Язык: Английский

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