Electrochemical oxidative difunctionalization of diazo compounds with two different nucleophiles DOI Creative Commons

Dongfeng Yang,

Zhipeng Guan,

Yanan Peng

и другие.

Nature Communications, Год журнала: 2023, Номер 14(1)

Опубликована: Март 17, 2023

With the fast development of synthetic chemistry, introduction functional group into organic molecules has attracted increasing attention. In these reactions, difunctionalization unsaturated bonds, traditionally with one nucleophile and electrophile, is a powerful strategy for chemical synthesis. this work, we develop different path electrochemical oxidative diazo compounds two nucleophiles. Under metal-free external oxidant-free conditions, series structurally diverse heteroatom-containing hardly synthesized by traditional methods (such as high-value alkoxy-substituted phenylthioacetates, α-thio, α-amino acid derivatives well α-amino, β-amino derivatives) are obtained in synthetically useful yields. addition, procedure exhibits mild reaction excellent functional-group tolerance good efficiency on large-scale Importantly, protocol also amenable to key intermediate bioactive simple practical process.

Язык: Английский

Electrocatalysis with Molecular Transition-Metal Complexes for Reductive Organic Synthesis DOI Creative Commons
Nicolas Kaeffer, Walter Leitner

JACS Au, Год журнала: 2022, Номер 2(6), С. 1266 - 1289

Опубликована: Май 31, 2022

Electrocatalysis enables the formation or cleavage of chemical bonds by a genuine use electrons holes from an electrical energy input. As such, electrocatalysis offers resource-economical alternative pathways that bypass sacrificial, waste-generating reagents often required in classical thermal redox reactions. In this Perspective, we showcase exploitation molecular electrocatalysts for electrosynthesis, particular reductive conversion organic substrates. Selected case studies illustrate efficient not only are appropriate shuttles but also embrace features organometallic catalysis to facilitate and control steps. From these examples, guidelines proposed design suited reduction We finally expose opportunities brought catalyzed electrosynthesis functionalize backbones, namely using sustainable building blocks.

Язык: Английский

Процитировано

39
Advances in Organic Electrochemical Synthesis DOI Open Access
Zhen‐Hua Wang, Cong Ma, Ping Fang

и другие.

Acta Chimica Sinica, Год журнала: 2022, Номер 80(8), С. 1115 - 1115

Опубликована: Янв. 1, 2022

Organic electrochemical synthesis has become a useful and environmentally friendly alternative to traditional organic been applied oxidation, reduction, or redox neutral transformation.By dialing in the electric current electrode potential, it is possible achieve some challenging transformations under mild reaction conditions.With increasing awareness of energy efficiency environmental protection, attracted much attention recent years.However, faces several challenges including passivation, limited types, difficulty controlling reactivity selectivity, so on.This review focuses on solution system, summarizes efforts addressing these through direct electrolysis indirect electrolysis.In electrolysis, strategies include rational design reactions, change modes equipment, merging technology with other novel synthetic technologies.In terms compounds transition metals are mainly used as molecular electrocatalysts shuttle electrons between electrodes substrates control affording chemical transformations.

Язык: Английский

Процитировано

39
Paired electrochemical C–H bromination of (hetero)arenes with 2-bromoethan-1-ol DOI

Yanxia Lv,

Zhong‐Wei Hou,

Pinhua Li

и другие.

Organic Chemistry Frontiers, Год журнала: 2023, Номер 10(4), С. 990 - 995

Опубликована: Янв. 1, 2023

A site-selective electrochemical C–H bromination of (hetero)arenes with 2-bromoethan-1-ol by releasing available ethylene oxide and hydrogen through paired electrolysis has been developed.

Язык: Английский

Процитировано

35
Electrophotocatalytic Reductive 1,2‐Diarylationof Alkenes with Aryl Halides and Cyanoaromatics DOI

Liang Zeng,

Jing‐Hao Qin,

Gui‐Fen Lv

и другие.

Chinese Journal of Chemistry, Год журнала: 2023, Номер 41(16), С. 1921 - 1930

Опубликована: Апрель 7, 2023

Comprehensive Summary The radical‐mediated reductive functionalization of aryl halides has been extensively studied. However, the related intermolecular 1,2‐diarylation alkenes, using as radical sources, remains unexplored. Herein, a new electrophotocatalytic alkenes is reported and cyanoaromatics to produce polyarylated alkanes. Using synergistic cathodic reduction visible‐light photoredox catalysis, various electron‐rich electron‐deficient are combined with characterize broad substrate scope, excellent functional group compatibility, selectivity this reaction. Mechanistic investigations reveal that reaction may proceed via process initiated by generation radicals from terminated radical‐radical coupling cyanoaromatic anions.

Язык: Английский

Процитировано

34
Electrochemical oxidative difunctionalization of diazo compounds with two different nucleophiles DOI Creative Commons

Dongfeng Yang,

Zhipeng Guan,

Yanan Peng

и другие.

Nature Communications, Год журнала: 2023, Номер 14(1)

Опубликована: Март 17, 2023

With the fast development of synthetic chemistry, introduction functional group into organic molecules has attracted increasing attention. In these reactions, difunctionalization unsaturated bonds, traditionally with one nucleophile and electrophile, is a powerful strategy for chemical synthesis. this work, we develop different path electrochemical oxidative diazo compounds two nucleophiles. Under metal-free external oxidant-free conditions, series structurally diverse heteroatom-containing hardly synthesized by traditional methods (such as high-value alkoxy-substituted phenylthioacetates, α-thio, α-amino acid derivatives well α-amino, β-amino derivatives) are obtained in synthetically useful yields. addition, procedure exhibits mild reaction excellent functional-group tolerance good efficiency on large-scale Importantly, protocol also amenable to key intermediate bioactive simple practical process.

Язык: Английский

Процитировано

30