Electroreductive Cross‐Electrophile Coupling (eXEC) Reactions DOI
Yaowen Liu, Pengfei Li, Yanwei Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(45)

Published: June 16, 2023

Abstract Electrochemistry utilizes electrons as a potent, controllable, and traceless alternative to chemical oxidants or reductants, typically offers more sustainable option for achieving selective organic synthesis. Recently, the merger of electrochemistry with readily available electrophiles has been recognized viable increasingly popular methodology efficiently constructing challenging C−C C‐heteroatom bonds in manner complex molecules. In this mini‐review, we have systematically summarized most recent advances electroreductive cross‐electrophile coupling (eXEC) reactions during last decade. Our focus on electrophiles, including aryl alkyl (pseudo)halides, well small molecules such CO 2 , SO D O.

Language: Английский

Facile and general electrochemical deuteration of unactivated alkyl halides DOI Creative Commons
Pengfei Li,

Chengcheng Guo,

Siyi Wang

et al.

Nature Communications, Journal Year: 2022, Volume and Issue: 13(1)

Published: June 30, 2022

Abstract Herein, a facile and general electroreductive deuteration of unactivated alkyl halides (X = Cl, Br, I) or pseudo-halides OMs) using D 2 O as the economical deuterium source was reported. In addition to primary secondary halides, sterically hindered tertiary chlorides also work very well, affording target deuterodehalogenated products with excellent efficiency incorporation. More than 60 examples are provided, including late-stage dehalogenative natural products, pharmaceuticals, their derivatives, all incorporation (up 99% D), demonstrating potential utility developed method in organic synthesis. Furthermore, does not require external catalysts tolerates high current, showing possible use industrial applications.

Language: Английский

Citations

106

Recent advances in the pre-oxidation process in electrocatalytic urea oxidation reactions DOI
Wen‐Bin Sun, Jiechen Li,

Wen Gao

et al.

Chemical Communications, Journal Year: 2022, Volume and Issue: 58(15), P. 2430 - 2442

Published: Jan. 1, 2022

The electrocatalytic urea oxidation reaction (UOR) has attracted substantial research interests over the past few years owing to its critical role in coupled electrochemical systems for energy conversion, example, coupling with hydrogen evolution (HER) realize urea-assisted production and assembling direct fuel cells (DUFC) by oxygen reduction (ORR). UOR process been proved be a two-step which involves an pre-oxidation of metal sites subsequent chemical molecules on as-formed high-valence sites. Hence, designing advanced (pre-)catalysts boosted is great importance improving performance thus accelerating reactions. In this feature article, we discuss significant during electro-oxidation reaction, summarize detailed strategies recent advances promoting including modulation crystallinity, active phase engineering, defect elemental incorporation constructing hierarchical nanostructures. We anticipate that article will offer helpful guidance design optimization related conversion applications.

Language: Английский

Citations

102

Electrophotocatalytic Decoupled Radical Relay Enables Highly Efficient and Enantioselective Benzylic C–H Functionalization DOI
Wenzheng Fan,

Xueyao Zhao,

Yunshun Deng

et al.

Journal of the American Chemical Society, Journal Year: 2022, Volume and Issue: 144(47), P. 21674 - 21682

Published: Nov. 17, 2022

Asymmetric sp3 C–H functionalization has been demonstrated to substantially expedite target molecule synthesis, spanning from feedstocks upgradation late-stage modification of complex molecules. Herein, we report a highly efficient and sustainable method for enantioselective benzylic cyanation by merging electrophoto- copper catalysis. A novel catalytic system allows one independently regulate the hydrogen atom transfer step radical formation speciation Cu(II)/Cu(I) effectively capture transient intermediate, through tuning electronic property anthraquinone-type photocatalyst simply modulating applied current, respectively. Such decoupled relay catalysis enables unified approach diverse alkylarenes, many which are much less reactive or even unreactive using existing relying on coupled relay. Moreover, current protocol is also amenable bioactive molecules, including natural products drugs.

Language: Английский

Citations

94

Metal‐Free Electrochemical Carboxylation of Organic Halides in the Presence of Catalytic Amounts of an Organomediator DOI
Yanwei Wang, Zhiwei Zhao, Deng Pan

et al.

Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(41)

Published: Aug. 26, 2022

Herein, an electroreductive carboxylation of organic carbon-halogen bonds (X=Br and Cl) promoted by catalytic amounts naphthalene as mediator is reported. This transformation proceeds smoothly under mild conditions with a broad substrate scope 59 examples, affording the valuable versatile carboxylic acids in moderate to excellent yields without need costly transition metal, wasted stoichiometric metal reductants, or sacrificial anodes. Further late-stage carboxylations natural product drug derivatives demonstrate its synthetic utility. Mechanistic studies confirmed activation via single-electron transfer key role this reaction.

Language: Английский

Citations

88

Electroreductive Cross‐Electrophile Coupling (eXEC) Reactions DOI
Yaowen Liu, Pengfei Li, Yanwei Wang

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(45)

Published: June 16, 2023

Abstract Electrochemistry utilizes electrons as a potent, controllable, and traceless alternative to chemical oxidants or reductants, typically offers more sustainable option for achieving selective organic synthesis. Recently, the merger of electrochemistry with readily available electrophiles has been recognized viable increasingly popular methodology efficiently constructing challenging C−C C‐heteroatom bonds in manner complex molecules. In this mini‐review, we have systematically summarized most recent advances electroreductive cross‐electrophile coupling (eXEC) reactions during last decade. Our focus on electrophiles, including aryl alkyl (pseudo)halides, well small molecules such CO 2 , SO D O.

Language: Английский

Citations

86