Iron-Catalyzed Ipso-Nitration of Aryl Borides via Visible-Light-Induced β-Homolysis

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 3306 - 3313

Опубликована: Фев. 7, 2025

Herein, we reported a practical method to realize ipso-nitration of boronic acids, their pinacol esters, and trifluoroborate salts with alkali metal salt NaNO3 as nitrating reagent. A FeIII/FeIV catalytic cycle involving an unusual visible-light-induced β-homolysis pathway the N–O bond in simple iron complex effectively provides nitryl radical key species. This protocol bears mild reaction conditions, broad scope (up 99% yield), good functional group compatibility, convenient scale-up synthesis.

Язык: Английский

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Ir-Catalyzed, Nitrogen-Directed C(sp³)–H and C(sp²)–H Borylation with a Spiro-Fluorene-Indenoindenyl Ligand

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4061 - 4068

Опубликована: Фев. 21, 2025

Язык: Английский

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Recent Advances in Hydrogen Atom Transfer Induced Selective C(sp³)—H Functionalization of Alkanes

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 477 - 477

Опубликована: Янв. 1, 2025

Язык: Английский

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One-Pot Decarbonylative Borylation of Aliphatic Aldehydes

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 11, 2025

We present a mild and direct method for the radical borylation of simple aliphatic aldehydes. By employing an enamine photocatalyst under light irradiation, aldehydes can be transformed effectively into alkyl boronic esters via formal decarbonylative process. This alternative route synthesis not only applied to transformation primary, secondary, tertiary but also adapted other conversion reactions through generated intermediate. Mechanistic studies indicate that 4-alkyl-1,4-dihydropyridines, formed in situ from aldehyde enamine, are key intermediate

Язык: Английский

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Site‐Selective Distal C(sp3)–H Bromination of Aliphatic Amines as a Gateway for Forging Nitrogen‐Containing sp3 Architectures

Angewandte Chemie International Edition, Год журнала: 2024, Номер unknown

Опубликована: Май 21, 2024

Herein, we disclose a new strategy that rapidly and reliably incorporates bromine atoms at distal, secondary C(sp

Язык: Английский

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Homogeneous catalysis and heterogeneous separation: Ionic liquids as recyclable photocatalysts for hydroacylation of olefins

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110579 - 110579

Опубликована: Окт. 1, 2024

Язык: Английский

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Iron-Catalyzed Photoredox Alcohol α-C–H Alkylation and Tandem Intramolecular Cyclization: Facile Access to Multisubstituted 2,3-Dihydrofurans and γ-Butyrolactones

Organic Letters, Год журнала: 2024, Номер 26(25), С. 5329 - 5334

Опубликована: Июнь 13, 2024

Multisubstituted furans occupy a pivotal position within the realms of synthetic chemistry and pharmacological science due to their distinctive chemical configurations inherent properties. We herein introduce tandem difunctionalization protocol alcohols for efficient synthesis multisubstituted 2,3-dihydrofurans γ-butyrolactones through combination photocatalysis iron catalysis under mild conditions. Photoredox alcohol α-C(sp3)–H activation Pinner-type intramolecular cyclization are two key processes. This method features significant convenience, economic benefits, environmental friendliness.

Язык: Английский

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Boronyl-Group-Assisted Decatungstate-Catalyzed Benzylic C(sp³)–H Alkylation

Organic Letters, Год журнала: 2024, Номер 26(23), С. 4853 - 4856

Опубликована: Июнь 5, 2024

Boronic acid synthesis primarily involves the introduction of boronyl groups. However, an alternative route that functionalization boronic acids has not received much attention. This study describes catalytic C(sp3)–H alkylation ortho-tolylboronic utilizing interaction between a free group [−B(OH)2] and decatungstate photocatalyst [W10O32]4–. The groups alkylated products could be converted without isolation product.

Язык: Английский

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Photoelectrocatalytic [4+2] Annulation for S‐Heterocycle Assembly Enabled by Proton‐Coupled Electron Transfer (PCET)

Chemistry - A European Journal, Год журнала: 2024, Номер 30(59)

Опубликована: Авг. 3, 2024

Abstract Cross‐dehydrogenative couplings (CDC) present an efficient strategy for the assembly of biorelevant heterocycles, but are thus far largely limited to toxic transition metals and rather harsh reaction conditions. In sharp contrast, we, herein report on a mild photoelectrocatalyzed CDC‐[4+2] annulation enabling synthesis functionalized isothiochromenes enabled by proton‐coupled electron transfer (PCET) strategy. The transformative photoelectrocatalysis obviated transition‐metal, high temperatures, stoichiometric chemical redox reagents. This approach was characterized exceedingly conditions, ample substrate scope, commercially available catalyst. Gram‐scale reactions telescoped route reflected unique potential in green important S ‐heterocycles.

Язык: Английский

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Dual atom-bridge effect promoting interfacial charge transfer in 2D/2D Cs3Bi2Br9/BiOBr epitaxial heterojunction for efficient photocatalysis

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110430 - 110430

Опубликована: Сен. 1, 2024

Язык: Английский

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