Abstract
A series of highly-functionalized 2-hydroxychalcones have been synthesized using a microwave-assisted Claisen-Schmidt condensation. Conversion of these 2-hydroxychalcones to their corresponding flavanones was then performed utilizing protic ionic liquids (pIL) and microwave irradiation. This methodology drastically reduces reaction time to 15 minutes compared to typical thermal methods (24 hrs) and is tolerant to a broad range of functional groups. Several chalcones reported bear four and five substituents - a degree of substitution rarely reported in the literature.
Keywords: Chalcone, Claisen-Schmidt, Flavanone, Hydroxyacetophenone, Microwave, Protic Ionic Liquid, Microwave-assisted chalcone, Protic ionic liquids, chalcone synthesis, Thin layer chromatography (TLC), Column Chromatography, Protic ionic liquids (pILs), EAN (ethylamine:nitric acid), TeaMs (triethylamine:methanesulfonic acid), proton activity
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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