Non-Kolbe Oxidation Driven Electrochemical C(sp2)-H Lactonization towards the Synthesis of Isocoumarins DOI
Chen Liu, Hongpeng Liu,

Gaoyuan Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6742 - 6747

Published: Jan. 1, 2024

A novel method for electrochemical C(sp 2 )–H lactonization was developed.

Language: Английский

Electrochemical Lactonization Enabled by Unusual Shono-Type Oxidation from Functionalized Benzoic Acids DOI
Chen Liu, Yunge Liu,

Shurui Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(9), P. 1936 - 1940

Published: Feb. 26, 2024

A novel method for electrochemical lactonization via C(

Language: Английский

Citations

7

Transition metal-free decarboxylative olefination of carboxylic acid salts DOI Creative Commons
Ebbin Joseph, Deshkanwar Brar,

Gaven Stuhlsatz

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(24), P. 9353 - 9360

Published: Jan. 1, 2024

An expedient synthesis of electron-deficient styrenes is accomplished through decarboxylation and oxidation via halogen ion transfer. The resulting umpoled intermediates undergo a rebound elimination to furnish olefins.

Language: Английский

Citations

3

Electrochemical Conversion of Carboxylic Acids to Terminal Alkenes Enabled by Dialkyl Phosphate Electrolyte DOI Creative Commons

Tasuku Ito,

Xiongjie Jin, Kyoko Nozaki

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: 176, P. 134560 - 134560

Published: Feb. 24, 2025

Language: Английский

Citations

0

Anion intercalation enables efficient and stable carboxylate upgrading via aqueous non-Kolbe electrolysis DOI Creative Commons
Xinyan Zhang,

Laihao Luo,

Chunxiao Liu

et al.

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

Published: April 19, 2025

Next-generation techniques for sustainable carboxylate production generate salts as the primary outcome. To circumvent costly conversion of to acids, we demonstrate aqueous (non-)Kolbe electrolysis process an alternative strategy downstream value-added chemicals. Upon revealing irreversible oxidation-induced charge transfer inhibition on graphite anode, propose anion intercalation mitigate stability problem induced by ever-increasing overpotential. In acetate decarboxylation, observe a high Faradaic efficiency ~95% non-Kolbe products (methanol and methyl acetate) at wide current densities ranging from 0.05 1 A cm-2 long-term 0.15 0.6 130 35 h, respectively. We also extended this upgrading long-chain carboxylates such propionate, butyrate, succinate. Our work provides valuable guidance extendable overcoming passivation challenges in catalysis.

Language: Английский

Citations

0

Phytosterol organic acid esters: Characterization, anti-inflammatory properties and a delivery strategy to improve mitochondrial function DOI Creative Commons
Xinyue Zou, Ting Xu,

Tian Zhao

et al.

Current Research in Food Science, Journal Year: 2024, Volume and Issue: 8, P. 100702 - 100702

Published: Jan. 1, 2024

Phytosterol organic acid esters are important food resources and the components of biomembrane structure. Due to lack extraction synthesis techniques, more research has been focused on phytosterols, phytosterol have encountered a bottleneck, but confer substantial benefits human health. In this study, stigmasteryl vanillate (VAN), protocatechuate (PRO) sinapate (SIN) were prepared through Steglich reaction. The processes promotable products reach up 95% purity. addition, their stability was evaluated by differential scanning calorimetry thermogravimetric analysis. HPLC analysis revealed an enhancement in water solubility after esterification with phenolic acid. vitro digestion model, bioaccessibility phenolates significantly higher than that stigmasterols (STIs). Regarding anti-inflammatory properties, VAN, PRO, SIN exhibit superior effects against TNF-α induced pro-inflammatory responses compared STI. All supplementation increased ATP production, basal, maximal oxygen consumption rate mitochondrial stress test. Overall, we present method for phenolates. It will contribute development ester analysis, functions utilization food. Moreover, nutrient-stigmasterol hybrids tactic constructed is practical can become targeted delivery strategy enhanced effects.

Language: Английский

Citations

3

Modified Working Electrodes for Organic Electrosynthesis DOI Creative Commons
Alexander Reidell,

Kristen E. Pazder,

Christopher T. LeBarron

et al.

ACS Organic & Inorganic Au, Journal Year: 2024, Volume and Issue: 4(6), P. 579 - 603

Published: Oct. 2, 2024

Organic electrosynthesis has gained much attention over the last few decades as a promising alternative to traditional synthesis methods. Electrochemical approaches offer numerous advantages organic procedures. One of most interesting aspects electroorganic is ability tune many parameters affect outcome reaction interest. such parameter composition working electrode. By changing electrode material, one can influence selectivity, product distribution, and rate reactions. In this Review, we describe several materials modifications with applications in electrosynthetic transformations. Included discussion are electrodes nanoparticles, composite materials, polymers, frameworks, surface-bound mediators. We first discuss important physicochemical electrochemical properties each material. Then, briefly summarize relevant examples class electrodes, goal providing readers catalog for wide variety syntheses.

Language: Английский

Citations

2

Electrochemical Decarboxylative Cross‐Coupling with Nucleophiles DOI

Pingping Yu,

Xuejin Huang, Dake Wang

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: Aug. 19, 2024

Decarboxylative cross-coupling reactions are powerful tools for carbon-heteroatom bonds formation, but typically require pre-activated carboxylic acids as substrates or heteroelectrophiles functional groups. Herein, we present an electrochemical decarboxylative of with structurally diverse fluorine, alcohol, H

Language: Английский

Citations

1

Electrochemical Decarboxylation Coupling Reactions DOI
Jiaxiu Liu, Haoran Li, Wei‐Si Guo

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(66)

Published: Oct. 16, 2024

Abstract Carboxylic acids are attractive synthetic feedstocks with stable, non‐toxic, and inexpensive properties that can be easily obtained from natural sources or through synthesis. have long been considered environmentally friendly coupling agents in various organic transformations. In recent years, electrochemically mediated decarboxylation reactions of decarboxylic their derivatives (NHPI) emerged as effective new methods for constructing carbon‐carbon carbon‐heterocarbon chemical bonds. Compared transition metal photochemistry‐mediated catalytic reactions, which do not require the addition oxidants strong bases, electrochemically‐mediated decarboxylative transformations a sustainable strategy. addition, functional groups tolerate electrochemical conversion strategy well. Here, we summarize to better elucidate advantages reactions.

Language: Английский

Citations

1

Electrochemically Driven α,β-Dehydrogenation of Flavanones, Azaflavanones, and Thioflavanones DOI

Mei‐Jin Mou,

Ming‐Zhong Guo,

Quanxin Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(44), P. 9547 - 9552

Published: Oct. 25, 2024

α,β-Dehydrogenation of flavanones represents an ideal strategy to synthesize various flavones but remains challenging because the requirements for rigorous conditions. Herein, a straightforward and efficient route synthesis via electrocatalysis is disclosed. This electro-oxidative approach shows broad substrate scope, including azaflavanones thioflavanones, which could be performed in undivided cell without removal air or water absence metal catalysts, ligands, external oxidants. Moreover, combination cyclic voltammetry, square wave voltammetry experiments, density functional theory (DFT) calculations revealed plausible mechanism.

Language: Английский

Citations

1

Non-Kolbe Oxidation Driven Electrochemical C(sp2)-H Lactonization towards the Synthesis of Isocoumarins DOI
Chen Liu, Hongpeng Liu,

Gaoyuan Zhang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6742 - 6747

Published: Jan. 1, 2024

A novel method for electrochemical C(sp 2 )–H lactonization was developed.

Language: Английский

Citations

0