Work

Polarity-Driven Thiyl Radical-Catalyzed Aerobic Debenzylation of Ethers and Amines

Year: 2024

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide 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 p -methoxybenzyl groups from amines and ethers under ambient aerobic conditions.

Source: The Journal of Organic Chemistry

DOI: 10.1021/acs.joc.4c01796

Authors: Samuel W. Lardy, Victoria L. Lerda, Valerie A. Schmidt

Institution: University of California San Diego

Language: English

Topic: Oxidative Organic Chemistry Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: National Institute of General Medical Sciences