Seminormal-BrCH₂CH₂OH-mediated electrochemical epoxidation of unactivated olefins

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(4), P. 2157 - 2161

Published: Jan. 1, 2024

An electrochemical epoxidation of unactivated olefins with water as the source oxygen has been developed.

Language: Английский

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Electrochemical C−H deuteration of pyridine derivatives with D2O

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

Published: May 7, 2024

Herein, we develop a straightforward, metal-free, and acid-/base-free electrochemical C4-selective C - H deuteration of pyridine derivatives with economic convenient D

Language: Английский

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Photoelectrochemical nickel-catalyzed carboacylation/silanoylation of alkenes with unactivated C/Si–H bonds

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(14), P. 8315 - 8322

Published: Jan. 1, 2024

A photoelectrochemical approach for the carboacylation/silanoylation of alkenes with alkanes/hydrosilanes is described. The method offers a new perspective chemists to rapidly obtain various ketones high levels structural complexity.

Language: Английский

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Electrochemical conversion of organic compounds and inorganic small molecules

Science China Chemistry, Journal Year: 2024, Volume and Issue: 67(10), P. 3223 - 3246

Published: July 9, 2024

Language: Английский

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Cu-Electrocatalysis Enables Vicinal Bis(difluoromethylation) of Alkenes: Unraveling Dichotomous Role of Zn(CF₂H)₂(DMPU)₂ as Both Radical and Anion Source

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(32), P. 22498 - 22508

Published: July 30, 2024

The difluoromethyl group (CF2H) serves as an essential bioisostere in drug discovery campaigns according to Lipinski's Rule of 5 due its advantageous combination lipophilicity and hydrogen bonding ability, thereby improving the ADME properties. However, despite high prevalence importance vicinal bond donors pharmaceutical agents, a general synthetic method for doubly difluoromethylated compounds position is absent. Here we describe copper-electrocatalyzed strategy that enables bis(difluoromethylation) alkenes. By leveraging electrochemistry oxidize Zn(CF2H)2(DMPU)2-a conventionally utilized anionic transmetalating source, paved way utilize it CF2H radical source deliver terminal Mechanistic studies revealed interception resultant secondary by copper catalyst subsequent reductive elimination facilitated invoking Cu(III) intermediate, enabling second installation internal position. utility this electrocatalytic 1,2-bis(difluoromethylation) has been highlighted through late-stage bioisosteric replacement agents such sotalol dipivefrine.

Language: Английский

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Catalyst-free electrochemical SNAr of electron-rich fluoroarenes using carboxylic acids

eScience, Journal Year: 2024, Volume and Issue: 4(5), P. 100255 - 100255

Published: March 15, 2024

Herein, an electrochemically driven catalyst-free nucleophilic aromatic substitution (SNAr) of electron-rich fluoroarenes with carboxylic acids as weak nucleophiles under mild conditions was reported. A series highly valuable ester derivatives were obtained in a direct and rapid way. This transformation features commercially available reagents exceptionally broad substrate scope good functional group tolerance, using cheap abundant electrodes completed within short reaction time. Gram-scale synthesis complex biorelevant compounds ligation further highlighted the potential utility methodology. The mechanistic investigations density theory (DFT) calculations verified feasibility proposed pathway this transformation.

Language: Английский

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A review of recent advances in electrochemical and photoelectrochemical late-stage functionalization classified by anodic oxidation, cathodic reduction, and paired electrolysis

Beilstein Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 20, P. 2500 - 2566

Published: Oct. 9, 2024

With the resurgence of electrosynthesis in organic chemistry, there is a significant increase number routes available for late-stage functionalization (LSF) drugs. Electrosynthetic methods, which obviate need hazardous chemical oxidants or reductants, offer unprecedented control reactions through continuous variation applied potential and possibility combination with photochemical processes. This capability substantial advantage performing electrochemical photoelectrochemical LSF. Ultimately, these protocols are poised to become vital component medicinal chemist's toolkit. In this review, we discuss that have been demonstrated be applicable LSF pharmaceutical drugs, their derivatives, natural substrates. We present analyze representative examples illustrate electrochemistry photoelectrochemistry valuable molecular scaffolds.

Language: Английский

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Opportunities and challenges for water/organic solvents mixtures and renewable green solvents in organic electrosynthesis

Current Opinion in Electrochemistry, Journal Year: 2024, Volume and Issue: 45, P. 101467 - 101467

Published: March 5, 2024

Language: Английский

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Organo-electroreduction enables arylcarboxylation of styrenes

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 27, 2024

Language: Английский

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Highly regioselective electrochemical oxidative 2,1-azolization of alkenes with azoles and nucleophiles

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 110822 - 110822

Published: Jan. 1, 2025

Language: Английский

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