One-pot thiol-free synthetic approach to sulfides, and sulfoxides selectively DOI Creative Commons
Sambasivarao Kotha, Naveen Kumar Gupta, Saima Ansari

et al.

RSC Advances, Journal Year: 2022, Volume and Issue: 12(39), P. 25154 - 25162

Published: Jan. 1, 2022

A facile and efficient thiol-free one-pot method for direct synthesis of sulfides sulfoxides under green conditions without using any metal catalyst is reported. For this purpose, we used benzyl bromides as starting materials in the presence potassium thioacetate (PTA) Oxone® which are low-cost, readily accessible chemicals. This highly compatible with a variety functional groups delivered series sulfides, bis-sulfides, good yields. The selective formation over sulfones discussed via mechanism.

Language: Английский

Recent progress in cathodic reduction-enabled organic electrosynthesis: Trends, challenges, and opportunities DOI Creative Commons
Binbin Huang, Zemin Sun, Genban Sun

et al.

eScience, Journal Year: 2022, Volume and Issue: 2(3), P. 243 - 277

Published: April 23, 2022

Compared with general redox chemistry, electrochemistry using the electron as a potent, controllable, yet traceless alternative to chemical oxidants/reductants usually offers more sustainable options for achieving selective organic synthesis. With its environmentally benign features gradually being uncovered and studied, electrosynthesis is currently undergoing revival becoming rapidly growing area within synthetic community. Among electrochemical transformations, anodically enabled ones have been far extensively exploited than those driven by cathodic reduction, although both approaches are conceptually attractive. To stimulate development of cathodically reactions, this review summarizes recently developed reductive electrosynthetic protocols, discussing highlighting reaction features, substrate scopes, applications, plausible mechanisms reveal recent trends in area. Herein, reduction-enabled preparative transformations categorized into four types: reduction (1) unsaturated hydrocarbons, (2) heteroatom-containing carbon-based systems, (3) saturated C-hetero or C–C polar/strained bonds, (4) hetero-hetero linkages. Apart from net electroreductive few examples photo-electrosynthesis well paired electrolysis also introduced, which offer opportunities overcome certain limitations improve versatility. The electrochemically driven, transition metal-catalyzed cross-couplings that comprehensively discussed several other reviews not included here.

Language: Английский

Citations

139

Electrochemical Enaminone-Thioamide Annulation and Thioamide Dimeric Annulation for the Tunable Synthesis of Thiazoles and 1,2,4-Thiadiazole DOI

Qihui Huang,

Jianchao Liu, Jie‐Ping Wan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(25), P. 5263 - 5268

Published: June 14, 2024

A green and sustainable electrochemical oxidative cyclization of enaminones with thioamides under metal- oxidant-free conditions has been developed, providing an efficient approach for thiazole synthesis. Furthermore, 1,2,4-thiadiazoles can be selectively accessed via the dimerization in absence enaminones.

Language: Английский

Citations

18

Electrochemical Oxidative C–H Arylation of Quinoxalin(on)es with Arylhydrazine Hydrochlorides under Mild Conditions DOI

Shengjie Song,

Xiangjun Shi,

Yunsheng Zhu

et al.

The Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 87(7), P. 4764 - 4776

Published: March 23, 2022

A practical and scalable protocol for electrochemical arylation of quinoxalin(on)es with arylhydrazine hydrochlorides under mild conditions has been developed. This method exhibits high efficiency, easy scalability, broad functional group tolerance. Various arylhydrazines underwent this transformation smoothly in an undivided cell, providing the corresponding aryl-substituted moderate to good yields. radical mechanism is involved reaction.

Language: Английский

Citations

36

The tail of imidazole regulated the assembly of two robust sandwich-type polyoxotungstate-based open frameworks with efficient visible-white-light-driven catalytic oxidation of sulfides DOI
Xianqiang Huang, Sen Liu, Zhen Zhou

et al.

Inorganic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(5), P. 1465 - 1474

Published: Jan. 1, 2023

The tail of imidazole regulated the assembly fascinating 2D sql topology and 3D 2-fold interpenetrated lvt structure polyoxotungstate-based open frameworks with efficient visible-white-light-driven aerobic catalytic oxidation sulfides.

Language: Английский

Citations

19

Electrochemical enabled cobalt catalyzed enantioselective C-H acyloxylation of aryl phosphamide with carboxylic acid DOI

Xuying Xia,

Changdi Zheng,

Yunfei Hang

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(14), P. 8323 - 8329

Published: Jan. 1, 2024

We described here the first example of cobalt-electro-catalyzed enantioselective C–H acyloxylation arylphosphinamides with carboxylic acids to generate P-stereogenic scaffolds.

Language: Английский

Citations

9

Electrochemical multi-component reaction of potassium metabisulfite with alkenes and alcohols enabling synthesis of sulfonate esters DOI
Jiang Liu, Jingcheng Xu, Haibo Mei

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(16), P. 6113 - 6118

Published: Jan. 1, 2022

An electrochemical sulfur dioxide insertion reaction of alkenes and alcohols with potassium metabisulfite as the surrogate has been developed, which provides a green efficient method for preparation sulfonate esters.

Language: Английский

Citations

29

Electrosynthesis of amino acids from biomass-derived α-hydroxyl acids DOI

Kai‐Li Yan,

Morgan Huddleston,

Brett A. Gerdes

et al.

Green Chemistry, Journal Year: 2022, Volume and Issue: 24(13), P. 5320 - 5325

Published: Jan. 1, 2022

An electrochemical approach is reported to produce amino acids from biomass-derived α-hydroxyl acids.

Language: Английский

Citations

28

Unlocking Reversible Silicon Redox for High‐Performing Chlorine Batteries DOI
Bin Yuan, Liang Wu,

Shitao Geng

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(37)

Published: July 17, 2023

Chlorine (Cl)-based batteries such as Li/Cl2 are recognized promising candidates for energy storage with low cost and high performance. However, the current use of Li metal anodes in Cl-based has raised serious concerns regarding safety, cost, production complexity. More importantly, well-documented parasitic reactions between electrolytes require a large excess metal, which inevitably sacrifices electrochemical performance full cell. Therefore, it is crucial but challenging to establish new anode chemistry, particularly reversibility, batteries. Here we show, first time, reversible Si redox through efficient electrolyte dilution anode/electrolyte interface passivation using 1,2-dichloroethane cyclized polyacrylonitrile key mediators. Our chemistry enables significantly increased cycling stability shelf lives compared conventional anodes. It also avoids materials, thus enabling rechargeable Cl2 battery remarkable power densities 809 Wh kg-1 4,277 W , respectively. The affords fast kinetics rate capability low-temperature performance, indicating its great potential practical applications.

Language: Английский

Citations

17

NHPI/O2‐Mediated Electrochemical Intermolecular Cyclization/Dehydrogenation for the Construction of Polycyclic Quinazolinones DOI
Lei Liu,

Zhenhui Xu,

Jie Lin

et al.

Advanced Synthesis & Catalysis, Journal Year: 2023, Volume and Issue: 365(13), P. 2248 - 2254

Published: May 27, 2023

Abstract Herein, an eco‐friendly and atom‐economical electrochemical methodology with isatins 1,2,3,4‐tetrahydroisoquinolines through NHPI/O 2 ‐mediated intermolecular oxidation/annulation is disclosed, leading to a variety of polycyclic quinazolinones in 46–82% yields. This oxidative cyclization proceeded transition metal‐ strong oxidant‐free conditions generated H CO as byproducts. Additionally, late‐stage functionalization broad substrate scope demonstrated the synthetic usefulness this protocol.

Language: Английский

Citations

11

Selective electrochemical thiocyanation/selenocyanation of C(sp3)-H and C(sp2)-H bonds DOI
Zhihao Wang, Binbin Chen, Qing Pang

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 559, P. 114060 - 114060

Published: March 21, 2024

Language: Английский

Citations

4