Electroreductive Arylcarboxylation of Styrenes with CO2 and Aryl Halides via a Radical–Polar Crossover Mechanism DOI

Fenfen Xie,

Fen Han,

Qian Su

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(21), P. 4427 - 4432

Published: May 17, 2024

2,3-Diaryl propanoic acids are important structures as a result of their widespread presence in numerous bioactive compounds. However, the limitations existing synthetic techniques include requirement for costly catalysts and limited substrates. Here, we developed novel electroreductive arylcarboxylation alkenes with CO2 based on radical–polar crossover pathway assisted by easily accessible dimethyl terephthalate reductive mediator. This method will provide an efficient strategy synthesis 2,3-diarylpropanoic acids.

Language: Английский

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

JACS Au, Journal Year: 2022, Volume and Issue: 2(6), P. 1266 - 1289

Published: May 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.

Language: Английский

Citations

39
Straightforward synthesis of functionalized γ-Lactams using impure CO2 stream as the carbon source DOI Creative Commons
Yuman Qin, Robin Cauwenbergh, Suman Pradhan

et al.

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

Published: Nov. 22, 2023

Abstract Direct utilization of CO 2 into organic synthesis finds enormous applications to synthesize pharmaceuticals and fine chemicals. However, pure gas is essential achieve these transformations, the purification highly cost energy intensive. Considering this, we describe a straightforward synthetic route for γ-lactams, pivotal core structure bioactive molecules, by using commercially available starting materials (alkenes amines) impure stream (exhaust collected from car) as carbon source. This blueprint features broad scope, excellent functional group compatibility application late-stage transformation existing natural products functionalized γ-lactams. We believe that our strategy will provide direct access γ-lactams in very sustainable way also enhance Carbon Capture Utilization (CCU) strategy.

Language: Английский

Citations

23
Advances in electrocarboxylation reactions with CO2 DOI Creative Commons

Junjun Mao,

Yubo Wang, Bo Zhang

et al.

Green Carbon, Journal Year: 2024, Volume and Issue: 2(1), P. 45 - 56

Published: March 1, 2024

Recently, significant research has been conducted on the conversion of carbon dioxide (CO2) into value-added chemicals. With decreasing cost clean electricity, electrochemical methods have emerged as potential approaches for converting and fixing CO2. Organic synthesis is a promising method utilizing CO2 because it transforms higher-value This review introduces aspects mechanisms organic electrocarboxylation reactions. Recent progress in with discussed, considering substrates cathode types under different reaction mechanisms. Finally, challenges prospects this field are highlighted aim further promoting fundamental understanding electrocarboxylation.

Language: Английский

Citations

15
Recent Advances in Photochemical/Electrochemical Carboxylation of Olefins with CO2 DOI
Qian Wang, Yanwei Wang, Min Liu

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(18), P. 2249 - 2266

Published: May 15, 2024

Comprehensive Summary CO 2 is an abundant, nontoxic, and renewable C1 feedstock in synthetic chemistry. Direct carboxylation of readily available olefins incorporating regarded as a promising strategy to access high value‐added carboxylic acids well fixation. However, due the thermodynamic stability kinetic inertness difficulty controlling regioselectivity, with still remains challenging. Radical‐type functionalization represented powerful protocol enabled development novel transformations this realm. More recently, advance new technology, such photoredox catalysis renaissance electrochemistry organic synthesis, offered unique chemical reactivities radical precursors provided solutions olefins. This review presents recent advances radical‐type olefins, which has mainly been achieved through photocatalysis electrocatalysis last decade. In article, we provide comprehensive introduction progress, summarize advantages limitations current research, discuss potential outlook for further development. Key Scientists

Language: Английский

Citations

15
Electroreductive Arylcarboxylation of Styrenes with CO2 and Aryl Halides via a Radical–Polar Crossover Mechanism DOI

Fenfen Xie,

Fen Han,

Qian Su

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(21), P. 4427 - 4432

Published: May 17, 2024

2,3-Diaryl propanoic acids are important structures as a result of their widespread presence in numerous bioactive compounds. However, the limitations existing synthetic techniques include requirement for costly catalysts and limited substrates. Here, we developed novel electroreductive arylcarboxylation alkenes with CO2 based on radical–polar crossover pathway assisted by easily accessible dimethyl terephthalate reductive mediator. This method will provide an efficient strategy synthesis 2,3-diarylpropanoic acids.

Language: Английский

Citations

8