Cobalt-Catalyzed Synthesis of Amines via Nitriles Electrohydrogenation DOI
Mark Lautens,

Aurélien Dupeux

Synfacts, Journal Year: 2024, Volume and Issue: 20(03), P. 0268 - 0268

Published: Feb. 14, 2024

Key words cobalt catalysis - electrochemistry hydrogenation nitrile reduction

Language: Английский

Electroreductive deuteroarylation of alkenes enabled by an organo-mediator DOI Creative Commons
Xinling Li, Jianfeng Zhou,

Weijie Deng

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(29), P. 11418 - 11427

Published: Jan. 1, 2024

An environmentally friendly electroreduction approach is disclosed for site-specific introduction of deuterium via anti-Markovnikov selective deuteroarylation alkenes and aryl iodides with bipyridine as a mediator D 2 O ‘D’ source.

Language: Английский

Citations

8
Organo-mediator enabled electrochemical transformations DOI
Wei-Mei Zeng, Yanwei Wang,

Chunhui Peng

et al.

Chemical Society Reviews, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This review highlights organo-mediators that enable electrochemical reactions via outer-sphere electron transfer (ET), offering advantages such as availability, tunability, and simplified post-processing compared to direct electrolysis.

Language: Английский

Citations

1
Electrochemical cobalt-catalyzed semi-deuteration of alkynes to access deuterated Z-alkenes DOI Creative Commons

Wen-Jie Feng,

Zhe Chang, Xi Lu

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: March 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.

Language: Английский

Citations

0
Electrochemical Benzylic C–H Carboxylation DOI

Wei-Mei Zeng,

Chunhui Peng,

Youai Qiu

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 9, 2025

Direct benzylic C-H carboxylation stands as a high atom economy, efficient, and convenient route for the synthesis of valuable carboxylic acids, which are great significance in many pharmaceuticals bioactive molecules. However, inherent inertness both bonds carbon dioxide presents challenge further transformations. Herein, we report our efforts to overcome this obstacle via halide-promoted linear paired electrolysis generate various acids. Remarkably, process is transition-metal- base-free, making it environmentally benign cost-effective. Besides, suitable constructing wide range primary, secondary, tertiary acids under mild reaction conditions, demonstrating broad substrate scopes good functional group tolerance. Furthermore, protocol enables direct some drug molecules, including Flurbiprofen, Ibuprofen, Naproxen, facilitates late-stage modification complex compounds, showcasing practical application synthetic chemistry underscores its potential advance related compounds.

Language: Английский

Citations

0
Electroreductive alkylations of (hetero)arenes with carboxylic acids DOI Creative Commons
Bing Wang,

Xianshuai Huang,

Huihua Bi

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: June 11, 2024

Carboxylic acids are widely available and generally inexpensive from abundant biomass feedstocks, they suitable generic coupling partners in synthetic chemistry. Reported herein is an electroreductive of stable versatile carboxylic with (hetero)arenes using protons as the hydrogen source. The application earth-abundant titanium catalyst has significantly improved deoxygenative reduction process. Preliminary mechanistic studies provide insights into in-situ generated ketone pathway, intermediacy generation ketyl radical alkylidene titanocene. Without necessity pressurized or stoichiometric hydride reductants, this protocol enables highly selective straightforward synthesis various functionalized structurally diverse alkylbenzenes under mild conditions. utility reaction further demonstrated through practical valuable isotope incorporation readily deuterium

Language: Английский

Citations

3
Practical Electrochemical Hydrogenation of Nitriles at Nickel Foam Cathode DOI Creative Commons

Rok Narobe,

Marcel Nicolas Perner,

María de Jesús Gálvez‐Vázquez

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

We report a scalable hydrogenation method for nitriles based on cost-effective materials in very simple two-electrode setup under galvanostatic conditions. All components are commercially and readily available. The is easy to conduct applicable variety of nitrile substrates, leading exclusively primary amine products yields up 89% using an work-up protocol. Importantly, this transferable from the milligram scale batch-type screening cells multi-gram flow-type electrolyser. transfer flow electrolysis enabled us achieve notable 20 g day

Language: Английский

Citations

2
HFIP‐Triggered Reduction Radical Coupling of Enamides with Alkynes Towards β‐Keto Alkylamides via H‐Bonding Electron Transfer DOI

Xingda Cheng,

Lulu Zhao, Kelu Yan

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: May 29, 2024

Abstract This study presents metal‐free protocols for the reduction radical coupling of enamides with diverse alkynes, triggered by 1,1,1,3,3,3‐Hexafluoro‐2‐propanol (HFIP), enabling access to β‐keto alkylamides. The established approach demonstrates remarkable efficiency, facile gram‐scale synthesis, and outstanding functional group tolerance. Mechanistic investigations have revealed that reaction is initiated through H‐bonding electron transfer (H b ‐ET) between HFIP promoted acids. Notably, introduction H ‐ET generating radicals represents a highly promising in field chemistry.

Language: Английский

Citations

1
Repurposing HER catalysis toward metal hydride-mediated electro-reductive transformations DOI Creative Commons
Sheng Zhang, Man‐Bo Li

Tetrahedron Chem, Journal Year: 2024, Volume and Issue: 11, P. 100080 - 100080

Published: June 28, 2024

Language: Английский

Citations

1
Highly Selective Hydrolysis of Amides via Electroreduction DOI

Jin-Yu He,

Yanzhao Wang,

Wenxi Duan

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(14), P. 8204 - 8210

Published: Jan. 1, 2024

Deprotection of amides is a virtually universal transformation in organic synthesis, often employing traditional active reductants. Herein, we describe sustainable electrocatalytic hydrolysis utilizing water as the hydrogen source.

Language: Английский

Citations

1
Tandem Protocol for Diversified Deuteration of Secondary Aliphatic Amines under Mild Conditions DOI
Fengyuan Zhu,

Bao-De Wu,

Ming‐Hao Du

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(16), P. 11414 - 11420

Published: Aug. 5, 2024

Deuteration of amine compounds has been widely concern because its practical role in organic reaction mechanisms and drug research; however, only limited deuteration label methods are accessible with D

Language: Английский

Citations

1