Study of Diels-Alder Reactions of Purpurogallin Tetra-Acetate with Various Dienophiles
Abstract
Purpurogallin or (6E,8Z)-2,3,4,6-tetrahydroxy-5H-benzo[7]annulen-5-one is a benzotropolone possessing a dienic system and is known to inhibit TLR1/TLR2 activation pathway. We have recently described the easy green synthesis of purpurogallin from pyrogallol catalyzed by a copper complex or by vegetable oxidases. The purpurogalline was acetylated and the tetraacetate derivative thus obtained was engaged in a Diels Alder reaction with various dienophiles (benzoquinone, maleic anhydride, ethylmaleimide, phenylmaleimide, etc.). The results obtained will be presented and discussed.
ecsoc-25-11707
Origin : Files produced by the author(s)