Preparation of Dibenzofurotropones via Pd-Catalyzed Cyclization
Journal
Reactions
Journal Volume
5
Journal Issue
1
Pages
111
Date Issued
2024-03-01
Author(s)
Lin, Yu Wei
Abstract
A synthetic approach to dibenzofurotropone derivatives 1 has been developed through the palladium-catalyzed cyclization of (2-bromoaryl)(3-arylfuran-2-yl)methanones 2 via the activation of arylic C–H bonds. Compounds 2 were easily prepared from the palladium-promoted acyl migration and cyclization of (Z)-pent-2-en-4-yn-1-yl acetates 3 in the presence of 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU), followed by oxidative decarbonylation and oxidation with O2. Ten new tropone compounds are reported and these compounds show absorption in the UV-vis region and emission in the visible region.
Subjects
cyclization | palladium | tropones
Type
journal article