Electrochemical Organic Synthesis DOI
Hai‐Chao Xu

Synthesis, Journal Year: 2023, Volume and Issue: 55(18), P. 2797 - 2798

Published: Aug. 29, 2023

Received: 03 August 2023 Accepted after revision: Article published online:29

Language: Английский

The Strategies towards Electrochemical Generation of Aryl Radicals DOI
Xiaobao Zeng

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

Published: July 16, 2024

The advancement in electrochemical techniques has unlocked a new path for achieving unprecedented oxidations and reductions of aryl radical precursors controlled selective manner. This approach facilitates the construction aromatic carbon-carbon carbon-heteroatom bonds. In light green merits growing importance this technique chemistry, review aims to provide an overview recent advance generation radicals organized by precursor type, with focus on substrate scope, limitation, underlying mechanism, thereby inspiring future work generation.

Language: Английский

Citations

9

Metal-free electrochemical dihydroxylation of unactivated alkenes DOI Creative Commons
Min Liu, Tian Feng, Yanwei Wang

et al.

Nature Communications, Journal Year: 2023, Volume and Issue: 14(1)

Published: Oct. 13, 2023

Herein, a metal-free electrochemical dihydroxylation of unactivated alkenes is described. The transformation proceeds smoothly under mild conditions with broad range alkenes, providing valuable and versatile dihydroxylated products in moderate to good yields without the addition costly transition metals stoichiometric amounts chemical oxidants. Moreover, this method can be applied natural pharmaceutical derivatives, further demonstrating its synthetic utility. Mechanistic studies have revealed that iodohydrin epoxide intermediate are formed during reaction process.

Language: Английский

Citations

22

A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy DOI

Si‐Wei Tian,

Zhentao Luo,

Biquan Xiong

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(11), P. 6774 - 6778

Published: Jan. 1, 2024

A novel and attractive photochemical difunctionalization of N -tosyl acrylamide for constructing alkylsulfonylated oxindoles amides with excellent substrate adaptability via a radical Smiles rearrangement strategy is described.

Language: Английский

Citations

7

Iron-Catalyzed Regioselective Reductive Fluoroalkylalkenylation of Unactivated Alkenes DOI
Siyu Wang,

Bohao Guo,

Tong Mu

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(3), P. 1575 - 1583

Published: Jan. 16, 2024

The example of iron-catalyzed reductive fluoroalkylalkenylation unactivated alkenes has been disclosed, affording the stereodefined homoallylic fluoroalkanes with high efficiency and regioselectivity. This three-component cross-electrophile coupling features directing groups free, good functional group tolerance, broad substrate scope, late-stage difunctionalization biorelevant molecules. Moreover, this protocol sheds light on distinct reactivity disparities between fluoroalkyl nonfluoroalkyl radicals in cross-coupling reactions, highlighting unique nature iron/B2pin2 systems.

Language: Английский

Citations

5

Photo‐/Electrocatalytic Difunctionalization of Alkenes Enabled by C‐H Radical Functionalization DOI

Zilong Zhou,

Yin Zhang,

Peizhe Cui

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(62)

Published: Aug. 10, 2024

The difunctionalization of alkenes represents a powerful tool to incorporate two functional groups into the alkene bones for increasing molecular complexity and has been widely utilizations in chemical synthesis. Upon catalysis green, sustainable, mild photo-/electrochemistry technologies, much attentions have attracted development new tactics transformations important alkane feedstocks driven by C-H radical functionalization. Herein, we summarize recent advances photo-/electrocatalytic enabled We detailedly discuss substrate scope mechanisms reactions selecting impressive synthetic examples, which are divided four sections based on final terminated step, including oxidative radical-polar crossover coupling, reductive radical-radical transition-metal-catalyzed coupling.

Language: Английский

Citations

5

Recent Progress on the Electro-Organic Synthesis for the 1,2-Difunctionalization of Alkenes DOI
Mingming Zhang, Ting Liu,

Xue-Qiu Chen

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: 23(10), P. 2323 - 2357

Published: Jan. 1, 2025

In recent years, significant achievements have been made in the field of electroorganic chemistry regarding difunctionalization alkenes. Researchers developed innovative strategies utilizing unique reactivity electrochemical processes to synthesize complex molecules with high regioselectivity and stereoselectivity. This technology is widely applied total synthesis natural products pharmaceutical industry. article reviews research progress alkenes through three different radical-mediated pathways over past five years. It includes discussions on 1,2-stereoselective non-diastereoselective reactions, rearrangements, intramolecular migrations, cyclization processes. The summary emphasizes electrode designs, reaction mechanisms, integration other emerging technologies, highlighting potential this method modern organic chemistry. Additionally, it aims address current challenges propose possible solutions, providing a promising direction for electrochemically mediated reactions

Language: Английский

Citations

0

Recent progress in the organoselenium-catalyzed difunctionalization of alkenes DOI
Pei Qu, Gong‐Qing Liu

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Selenium-based catalysts have recently been utilized to facilitate a variety of new organic transformations, owing their intrinsic advantages, including low cost, toxicity, stability in both air and water, strong compatibility with diverse functional groups. The difunctionalization alkenes-the process incorporating two groups onto carbon-carbon double bond-has garnered particular interest within the chemical community its significant applications synthesis. Recently, organoselenium-catalyzed alkenes has emerged as an ideal powerful route obtain high-value vicinal difunctionalized molecules. This review emphasizes recent advancements this rapidly evolving field, focusing on scope, limitations, mechanisms various reactions.

Language: Английский

Citations

0

Electrochemical Difunctionalization of Alkenes DOI Open Access

Yin Zhang,

Zilong Zhou,

Jin‐Heng Li

et al.

The Chemical Record, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

Abstract Owing to their wide utilizations in synthesis and products prevalence numerous natural products, pharmaceuticals functional materials, the alkene difunctionalization methods for selective transformations of olefins are important have attracted much attention form synthetic chemists. Among them, electrochemical reaction is particularly promising has becoming a potent sustainable tool alkenes into vicinal difunctionalized structures organic through simultaneous incorporation two groups. Herein, we summarize recent progress reactions according types as well category radicals over past five years. By selecting remarkable examples, elaborately discussed substrate scope mechanisms olefin reaction.

Language: Английский

Citations

0

Navigating Electrochemical Oxidative Functionalization of Olefins: Selected Mechanistic and Synthetic Examples DOI

Chun Qi,

Marharyta V. Laktsevich‐Iskryk, Daniele Mazzarella

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

This highlight presents curated examples illustrating diverse electrochemical olefin functionalization strategies, including direct, mediated, and catalytic approaches, offering a concise overview of this rapidly evolving field.

Language: Английский

Citations

0

Photoredox-Catalyzed Transfer Aminochlorination of Unactivated Alkenes Using Oxime-Based Surrogates DOI Creative Commons

Sergiu Bicic,

Hendrik F. T. Klare, Martin Oestreich

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 6434 - 6438

Published: April 4, 2025

Language: Английский

Citations

0