Transition Metal-Free Direct C–H Functionalization of Quinones and Naphthoquinones with Diaryliodonium Salts: Synthesis of Aryl Naphthoquinones as β‑Secretase Inhibitors
posted on 2014-09-19, 00:00authored byDawei Wang, Bingyang Ge, Liang Li, Jie Shan, Yuqiang Ding
A novel
ligand-free, transition metal-free direct C–H functionalization
of quinones with diaryliodonium salts has been
developed for the first time. The transformation was promoted only
through the use of a base and gave aryl quinone derivatives in moderate
to good yields. This methodology provided an effective and easy way
to synthesize β-secretase
inhibitors. The radical trapping experiments showed that this progress
was the radical mechanism.