We report the use of a strongly electrophilic thiyl radical derived from commercially available pentafluorothiophenol as a demonstration of highly chemoselective H atom abstraction from electron-rich and relatively weak benzylic C-H bonds adjacent to the O and N atoms. This approach enables the selective oxidative removal of benzyl and -methoxybenzyl groups from amines and ethers under ambient aerobic conditions.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11494661 | PMC |
| http://dx.doi.org/10.1021/acs.joc.4c01796 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Polarity-Driven Thiyl Radical-Catalyzed Aerobic Debenzylation of Ethers and Amines.
J Org Chem
October 2024
Department of Chemistry and Biochemistry, University of California San Diego, La Jolla, California 92093, United States.
We report the use of a strongly electrophilic thiyl radical derived from commercially available pentafluorothiophenol as a demonstration of highly chemoselective H atom abstraction from electron-rich and relatively weak benzylic C-H bonds adjacent to the O and N atoms. This approach enables the selective oxidative removal of benzyl and -methoxybenzyl groups from amines and ethers under ambient aerobic conditions.
View Article and Find Full Text PDFWant 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!