posted on 2020-06-04, 13:44authored bySibylle Riedel, Martin E. Maier
A concise synthesis of auxofuran
(1) was developed.
Starting with a Sonogashira cross-coupling reaction, enynol (10) was prepared. A gold(I) catalyzed cycloisomerization led
to disubstituted furan 12. Via an intramolecular Friedel–Crafts
cyclization, a dihydrobenzofuranone was obtained. Functional group
manipulations, including benzylic oxidation, led to the target molecule.