AI Article Synopsis
- * This new approach allows for intermolecular reactions using electron-rich arenes, which had not been previously reported, resulting in moderate to good yields of up to 69%.
- * The study also provides insights into the mechanism behind the selectivity of the reaction, explaining why ketone α-arylation occurs instead of undesired dimerization.
Article Abstract
An electrochemical procedure for the α-arylation of ketones has been developed. The method is based on the generation and one-pot anodic oxidation of silyl enol ethers in the presence of the arene. This strategy avoids isolation of the silyl enol intermediate and the utilization of external supporting electrolytes. Intermolecular arylations, which had not been reported so far, are possible when electron-rich arenes are utilized as coupling partners. The method has been demonstrated for a wide variety of aryl ketones and activated arenes, with moderate to good yields (up to 69%) obtained. Mechanistic insights and a theoretical rationale that explains the ketone α-arylation versus dimerization selectivity are also presented.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.joc.1c01224 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
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!