Electroreductive Arylcarboxylation of Styrenes with CO and Aryl Halides via a Radical-Polar Crossover Mechanism.

Org Lett

Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong, Sichuan 637002, People's Republic of China.

Published: May 2024

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

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.orglett.4c00920DOI Listing

Publication Analysis

Top Keywords

electroreductive arylcarboxylation
8
radical-polar crossover
8
arylcarboxylation styrenes
4
styrenes aryl
4
aryl halides
4
halides radical-polar
4
crossover mechanism
4
mechanism 23-diaryl
4
23-diaryl propanoic
4
propanoic acids
4

Similar Publications

Electroreductive Cross-Coupling Reactions: Carboxylation, Deuteration, and Alkylation.

Acc Chem Res

January 2025

State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Haihe Laboratory of Sustainable Chemical Transformations, College of Chemistry, Nankai University, Tianjin 300071, China.

ConspectusElectrochemistry has been used as a tool to drive chemical reactions for more than two centuries. With the help of an electrode and a power source, chemists are provided with a system whose potential can be precisely dialed in. The theoretically infinite redox range renders electrochemistry capable of oxidizing or reducing some of the most tenacious compounds.

View Article and Find Full Text PDF

Electroreductive Arylcarboxylation of Styrenes with CO and Aryl Halides via a Radical-Polar Crossover Mechanism.

Org Lett

May 2024

Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, College of Chemistry and Chemical Engineering, China West Normal University, Nanchong, Sichuan 637002, People's Republic of China.

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

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!