Photo-Driven Regiodivergent Arylation/Cyclization and Arylation/Hydroxylation of N-Aryl Methacrylamides with Aryltriazenes: Access to Functionalized 3,3-Disubstituted Oxindoles and α-Hydroxylamides

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13345 - 13358

Опубликована: Авг. 21, 2024

A metal-free, light-induced regiodivergent functionalization of α,β-unsaturated amides with aryltriazenes under ambient conditions was developed. The visible light and B(C

Язык: Английский

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Late-Stage C–H Deuteration of (Hetero)Arenes via Deuterium-Bonding Enhanced Rhenium Catalysis

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 4711 - 4718

Опубликована: Март 6, 2025

Язык: Английский

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Pd-catalyzed deuteration of aryl halides with deuterium oxide

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Март 16, 2025

Late-stage deuteration of aryl halides with deuterium oxide is a highly desirable but challenging transformation, primarily due to the difficulty activating inert carbon-halogen bonds and umpolung in presence various functional groups. To achieve this efforts have been made develop photo-chemical, electro-chemical, or mechano-chemical strategies. However, these approaches often require specialized setups activated substrates. Despite well-known group tolerance palladium catalysis, which makes it valuable late-stage functionalization, palladium-catalyzed has remained elusive. Herein, reaction bromides, chlorides, triflates developed, through catalysis. Chemical equivalent amount D2O required for substrates like chlorides. The features high tolerance, making suitable deuteration. authors report catalyzed oxide.

Язык: Английский

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Electrochemical Deaminative Carboxylation of Aryltriazenes with CO₂ to Aryl Carboxylic Acids

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 18, 2025

The utilization of CO2 as an appealing chemical feedstock for diverse synthetically valuable products is constantly evolving, potentially alleviating production that relies on petrochemistry. Herein we report the first example electrochemical deaminative carboxylation aryltriazenes with CO2. reaction can be performed under mild and catalyst-free conditions by using sustainable methods a green C1 building block, efficiently converting range readily available into carboxylic acids. In particular, formation C-C bonds would impactful addition to synthesis toolbox.

Язык: Английский

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Reductive Deuteration of Aldehydes/Ketones for the Synthesis of Monodeuterated Phosphinates and Derivatives Using D₂O as the Nucleophilic Deuterium Source

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

Опубликована: Май 14, 2025

The ideal deuteration, for organic synthetic chemists, might include the use of a cheap deuterium source, mild operating conditions, and diverse transformations. We developed an umpolung sequence reductive deuteration aldehydes/ketones, affording synthetically useful monodeuterated phosphinates. further one-pot transformation plausible mechanism this reaction were studied.

Язык: Английский

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Bifunctional Ionic Liquids Induced Electrochemical C–H Arylation of Quinoxalin(on)es with Aryltriazenes

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

Опубликована: Май 15, 2025

An efficient bifunctional ionic-liquid-induced electrochemical C-H arylation of quinoxalin(on)es with aryltriazenes has been developed. The reaction utilizes as stable reagents and ionic liquids promoter electrolyte. Various arylated quinoxalin-2(1H)-ones, quinoxaline 2-methyldibenzo[f,h]quinoxaline were assembled in modest to excellent yields under mild, metal- oxidant-free conditions. developed protocol features simple operation, good functional group tolerance, selectivity, product derivatization, practical gram-scale synthesis batch continuous-flow processes.

Язык: Английский

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Visible-light-promoted [3 + 2] cycloaddition for the synthesis of spirooxindoles under external photocatalyst-free conditions

Journal of Molecular Structure, Год журнала: 2024, Номер unknown, С. 140434 - 140434

Опубликована: Окт. 1, 2024

Язык: Английский

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C–X (X = C, O, S, N, B, P) Bond Deuteration and Late‐Stage Applications

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

Опубликована: Сен. 7, 2024

Abstract Precise deuterium labeling has gained significant attentions owing to the wide applications in organic synthesis, medicinal chemistry, and materials. C−C C‐heteroatom bonds constitute skeleton of molecules. This review summarizes advancements on bond deuterations as well their late‐stage natural products pharmaceutically relevant

Язык: Английский

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Study on the Light Promoted One-Pot Three Component Aminoarylation Reaction of 1,4-Naphthoquinone

Chinese Journal of Organic Chemistry, Год журнала: 2024, Номер 44(11), С. 3375 - 3375

Опубликована: Янв. 1, 2024

Язык: Английский

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Photocatalytic synthesis of aryltriazenes by CulnS2/K-C3N4 heterojunctions

Molecular Catalysis, Год журнала: 2024, Номер 572, С. 114764 - 114764

Опубликована: Дек. 9, 2024

Язык: Английский

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