Many bioactive compounds contain 2-furanoyl moieties. Classical Friedel-Crafts acylation conditions fail completely in the
case of the sensitive and polymerization-prone furan, or give only rather unsatisfying yields only. The heterogeneous catalyst couple consisting
of equimolar amounts of the stable and non-hygroscopic heteropolyacid aluminum dodecatungstophosphate (AlPW12O40)1 in combination
with Mg(OH)2 was used for the direct reaction between furan and a variety of free carboxylic acids to regioselectively produce
2-furyl-alkylketones and 2-furyl-arylketones in good to excellent yields. The approach worked even in cases of labile benzofuran and indole
derivatives where all alternative approaches failed.
Keywords: Friedel-Crafts-type acylation, AlPW12O40, 2-furylketones, furan, green chemistry
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