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Graphite Oxide as an Auto‐Tandem Oxidation–Hydration–Aldol Coupling Catalyst
Author(s) -
Jia HongPeng,
Dreyer Daniel R.,
Bielawski Christopher W.
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000748
Subject(s) - chemistry , catalysis , aldol reaction , tandem , oxide , aldol condensation , chalcone , graphite , coupling reaction , organic chemistry , materials science , composite material
Abstract 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.