ol5004093_si_001.cif (16.44 kB)
I2‑Promoted Selective Oxidative Cross-Coupling/Annulation of 2‑Naphthols with Methyl Ketones: A Strategy To Build Naphtho[2,1‑b]furan-1(2H)‑ones with a Quaternary Center
dataset
posted on 2014-03-21, 00:00 authored by Qinghe Gao, Xia Wu, Shan Liu, Anxin WuA highly efficient and selective
molecular iodine-promoted oxidative
cross-coupling/annulation between 2-naphthols and methyl ketones has
been realized. The reaction successfully constructed a new quaternary
carbon center within 3(2H)-furanones. Our synthetic
strategy provided an in situ iodination-based oxidative coupling pathway.
Based on the experimental results, a self-sequenced iodination/Kornblum
oxidation/Friedel–Crafts/oxidation/cyclization mechanism was
proposed.