File(s) under permanent embargo
Accessing highly-halogenated flavanones using protic ionic liquids and microwave irradiation
journal contribution
posted on 2012-01-01, 00:00 authored by Megan Thornton, Luke HendersonLuke Henderson, Nolene ByrneNolene Byrne, Fred PfefferFred PfefferA 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.
History
Journal
Current organic chemistryVolume
16Issue
1Pagination
121 - 126Publisher
Bentham Science Publishers LtdLocation
Bussum, NetherlandsPublisher DOI
ISSN
1385-2728Language
engPublication classification
C1 Refereed article in a scholarly journalCopyright notice
2012, Bentham Science PublishersUsage metrics
Categories
Keywords
chalconeclaisen-schmidtflavanonehydroxyacetophenonemicrowaveprotic ionic liquidmicrowave-assisted chalconechalcone synthesisthin layer chromatography (TLC)column chromatographyprotic ionic liquids (pILs)EAN (ethylamine:nitric acid)TeaMs (triethylamine:methanesulfonic acid)proton activityScience & TechnologyPhysical SciencesChemistry, OrganicChemistryENANTIOSELECTIVE SYNTHESISBIOLOGICAL-ACTIVITIESSYNTHETIC CHALCONESASSISTED SYNTHESIS2'-HYDROXYCHALCONESCYCLIZATIONFLAVONESALPHADERIVATIVESCONVERSION