Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 353, Issue 4, Pages 528-532Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201000748
Keywords
chalcones; Claisen-Schmidt condensation; graphite oxide; heterogeneous catalysis; hydration; oxidation
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Funding
- National Science Foundation [DMR-0907324]
- Robert A. Welch Foundation [F-1621]
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Graphite oxide (GO) was found to function as an auto-tandem oxidation-hydration-aldol coupling catalyst for the formation of chalcones in a single reaction vessel. Various alkynes or alcohols were hydrated or oxidized in situ to their corresponding methyl ketones or aldehydes, respectively, which underwent a subsequent Claisen-Schmidt condensation. Each of the aforementioned reactions proceeded in the absence of metals (confirmed by inductively coupled plasma mass spectrometry, ICP-MS) and afforded a range of chalcone products in good to excellent yields from commercially available starting materials.
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