American Chemical Society
jo501467v_si_001.pdf (1.36 MB)

Transition Metal-Free Direct C–H Functionalization of Quinones and Naphthoquinones with Diaryliodonium Salts: Synthesis of Aryl Naphthoquinones as β‑Secretase Inhibitors

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journal contribution
posted on 2014-09-19, 00:00 authored by Dawei 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.