Electroreduction strategy: a sustainable tool for the generation of aryl radicals

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4318 - 4342

Опубликована: Янв. 1, 2024

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates synthetic applications, scope, limitations substrates.

Язык: Английский

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Magnesium/methanol-d1: a practical reductive deuteration system for the deuterium labeling of α,β-unsaturated esters, nitriles and amides

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

Опубликована: Янв. 1, 2025

The use of magnesium and methanol in the reduction various functional groups has been well established. In this study, we present a reductive deuteration system using Mg/CH

Язык: Английский

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Site-Selective and Late-Stage Deuteration of (Hetero)arenes with Supported Iridium Nanoparticles

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 2822 - 2826

Опубликована: Янв. 31, 2025

Deuterated compounds have emerged as critical tools across diverse research areas, including pharmaceuticals, where deuterium incorporation can modulate the absorption, distribution, metabolism, and excretion (ADME) properties of drugs. In this study, we report development a new hydrogen/deuterium (H/D) exchange catalyst based on supported iridium nanoparticles that enables selective deuteration arenes heteroarenes under mild conditions. Using C6D6 source, our catalytic system achieves high chemo- regioselectivity, avoiding common side reactions such hydrogenation dehalogenation observed with traditional heterogeneous catalysts. Notably, occurs selectively at para- meta-C(sp2)–H bonds, leaving ortho-C(sp2)–H C(sp3)–H bonds intact, exhibits broad functional group tolerance, ketones, amides, alkenes, aryl ethers, acidic protons. The nature was confirmed via filtration mercury drop tests. This work presents for regioselective complex molecules, offering complementary site selectivity to existing homogeneous methods possibility being used in late-stage pharmaceuticals.

Язык: Английский

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Electrochemical conversion of organic compounds and inorganic small molecules

Science China Chemistry, Год журнала: 2024, Номер 67(10), С. 3223 - 3246

Опубликована: Июль 9, 2024

Язык: Английский

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Photoinduced difunctionalizations of unactivated olefins enabled by ligand-to-iron charge transfer and functional group migration strategies

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(17), С. 4748 - 4756

Опубликована: Янв. 1, 2024

Difunctionalizations of unactivated olefins with fluoroalkyl carboxylic acids or aldehydes via a radical-mediated functional group migration strategy are herein reported.

Язык: Английский

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Copper-catalyzed deuterodehalogenation of aryl halides

Green Synthesis and Catalysis, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

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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Electrochemical cobalt-catalyzed semi-deuteration of alkynes to access deuterated Z-alkenes

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

Опубликована: Март 10, 2025

Abstract Deuterium labeling has found extensive applications across various research fields, including organic synthesis, drug design, and molecular imaging. Electrocatalytic semi-hydrogenation of alkynes offers a viable route for the synthesis Z -alkenes, yet it falls short in achieving semi-deuteration these compounds. In this study, we report an electrochemical cobalt-catalyzed transfer deuteration reaction that proficiently accomplishes alkynes, yielding -configuration deuterated alkene products. This utilizes cost-effective cobalt salts as catalysts employs D 2 O AcOD (acetic acid- d ) economical efficient deuterium sources, underscoring its practicality feasibility. The demonstrates broad alkyne substrate scope, high efficiency, good functional group compatibility, excellent -selectivity, remarkable degree rate.

Язык: Английский

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Studies in enantioselective microbial deuteration

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

Опубликована: Янв. 1, 2025

This study reports methods for reductive microbial deuteration with a high degree of isotopic labelling, focusing on economical approaches using various yeast strains and inexpensive carbon sources.

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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