Tetrahedron p. 7219 - 7226 (1990)
Update date:2022-07-29
Topics:
Donnelly, John A.
Higginbotham, Clement L.
Dihydrochalcones, formed by bromomethylation of the side-chain of 2'-acetoxychalcones, were found to produce minor quantities of flavones as well as the major product, aurones, when cyclized by aqueous ethanolic sodium hydroxide.The yields of flavone increased with increasing base concentration.The optimum concentration of hydroxide for aurone formation was below 1percent.Greatly diminished yields of O-heterocycles were obtained when a nitro substituent was introduced para to the cyclizing 2'-oxy function.
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