Lardy Samuel W, Lerda Victoria L, Schmidt Valerie A
Department of Chemistry and Biochemistry, University of California San Diego, La Jolla, California 92093, United States.
J Org Chem. 2024 Oct 18;89(20):15062-15067. doi: 10.1021/acs.joc.4c01796. Epub 2024 Oct 9.
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.
我们报道了使用源自市售五氟硫酚的强亲电硫自由基，以证明从与氧和氮原子相邻的富电子且相对较弱的苄基碳氢键中进行高度化学选择性的氢原子提取。这种方法能够在环境有氧条件下从胺和醚中选择性地氧化去除苄基和甲氧基苄基。
