Iron-catalyzed direct N-methylation of N-methoxy benzamides: A solvent-free approach to bisamides utilizing the methoxy group as a “build-in” methylene donor

Journal of Molecular Structure, Год журнала: 2025, Номер unknown, С. 141472 - 141472

Опубликована: Янв. 1, 2025

Язык: Английский

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Shining a light on Fe-catalyzed borrowing hydrogen alkylation

Trends in Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 1, 2025

Язык: Английский

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Blue‐Light Induced Iron‐Catalyzed Synthesis of γ,δ‐Unsaturated Ketones

ChemSusChem, Год журнала: 2023, Номер 17(7)

Опубликована: Ноя. 28, 2023

Abstract A visible‐light‐induced iron‐catalyzed α‐alkylation of ketones with allylic and propargylic alcohols as pro‐electrophiles is reported. The diaminocyclopentadienone iron tricarbonyl complex plays a dual role by harvesting light facilitating dehydrogenation reduction steps without the help any exogenous photosensitizer. γ,δ‐Unsaturated can now be accessed through this borrowing hydrogen methodology at room temperature. Mechanistic investigations revealed that steric hindrance on δ‐position either dienone or ene‐ynone intermediate key feature to prevent decrease competitive 1,6‐reduction (and consequently formation saturated ketone) favor synthesis set non‐conjugated enones ynones.

Язык: Английский

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Room‐Temperature Synthesis of α‐Alkylated Indolin‐2‐ones via a Photo Assisted Iron Catalyzed Borrowing Hydrogen Reaction

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(8), С. 1893 - 1898

Опубликована: Фев. 29, 2024

Abstract We reported a visible‐light‐induced iron‐catalyzed α ‐alkylation of oxindoles with alcohols to offer variety ‐alkyled at room temperature. This reaction featured broad substrate scope good functional tolerance under simple conditions. Through series controlled experiments, we tried elucidated the important role light in this borrowing hydrogen (BH) reaction.

Язык: Английский

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Photoredox (NN)Mn(I) Catalysed Acceptorless Dehydrogenation: Synthesis of Amides, Aldehydes and Ketones

Advanced Synthesis & Catalysis, Год журнала: 2022, Номер 364(24), С. 4371 - 4383

Опубликована: Ноя. 19, 2022

Abstract An acceptorless dehydrogenative methodology for the synthesis of amides, aldehydes and ketones from hemiaminal alcohols in presence manganese(I) based photocatalyst is developed. Several aromatic, aliphatic, heterocyclic primary aryl amines as well secondary alkyl were coupled, providing corresponding amides. The was also extended dehydrogenation various to get carbonyls. proposed catalytic cycle supported by control experiments different analytical techniques such NMR, IR ESI‐MS. magnified image

Язык: Английский

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Iron-Catalyzed Transfer Hydrogenation of Allylic Alcohols with Isopropanol

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 25, 2024

Herein, we report an iron-catalyzed transfer hydrogenation of allylic alcohols. The operationally simple protocol employs a well-defined bench stable (cyclopentadienone)iron(0) carbonyl complex as precatalyst in combination with K

Язык: Английский

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Development and mechanistic investigation of the dehydrogenation of alcohols with an iron(iii) salen catalyst

Organic & Biomolecular Chemistry, Год журнала: 2023, Номер 21(23), С. 4794 - 4800

Опубликована: Янв. 1, 2023

The iron(III) salen complex (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamineiron(III) chloride has been developed as a catalyst for the acceptorless dehydrogenation of alcohols. catalyzes direct synthesis imines in good yields from different primary alcohols and amines with liberation hydrogen gas. mechanism investigated experimentally labelled substrates theoretically density functional theory calculations. In contrast to corresponding manganese(III) salen-catalyzed dehydrogenation, it not possible identify homogeneous catalytic pathway iron complex. Instead, poisoning experiments trimethylphosphine mercury indicated that catalytically active species are heterogeneous small particles.

Язык: Английский

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Photoredox catalysis leading to triazolo-quinoxalinones at room temperature: selectivity of the rate determining step

Organic & Biomolecular Chemistry, Год журнала: 2022, Номер 20(47), С. 9330 - 9336

Опубликована: Янв. 1, 2022

The mechanism for the photoredox catalysed synthesis of triazoloquinoxalinones is unveiled by DFT calculations. Predictive chemistry gives recipe substituents, sterically and electronically, can fit to perform reaction at room temperature.

Язык: Английский

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Blue‐Light Enhanced Iron Catalysed Hydrosilylation of Carboxamides and Carboxylic Esters at Ambient Conditions

European Journal of Organic Chemistry, Год журнала: 2024, Номер 27(32)

Опубликована: Май 17, 2024

Abstract We report herein a blue‐light‐promoted iron‐catalyzed reduction of carboxamides and carboxylic esters. Conducting the reaction under hydrosilylation conditions blue light (2×24 W, 450–460 nm) in presence an iron(0) based pre‐catalyst, Fe(CO) 4 (IMes), amines alcohols were obtained, respectively, notably at ambient conditions, whereas using white light, higher temperatures up to 100 °C required. Preliminary mechanism studies highlighted crucial role not only generate catalytic active species, but also some steps cycle.

Язык: Английский

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2,3-Diamino-4,5-diarylcyclopentadienone iron carbonyl complexes as catalysts for reductive amination reactions

Catalysis Science & Technology, Год журнала: 2024, Номер 14(16), С. 4522 - 4532

Опубликована: Янв. 1, 2024

2,3-Diamino-4,5-diarylcyclopentadienones have been prepared and were used for the preparation iron pre-catalysts reductive amination of citronellal diastereoselective synthesis anti-depressant sertraline.

Язык: Английский

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