Synthesis of 2-alkyl-substituted chromone derivatives using microwave irradiation.
A base-promoted condensation between 2-hydroxyacetophenones and aliphatic aldehydes has been studied. The reaction has been optimized to afford 2-alkyl-substituted 4-chromanones in an efficient manner using microwave heating. Performing the reaction using diisopropylamine in EtOH at 170 degrees C for 1 h gave moderate to high yields (43-88%). The 4-chromanones could be further converted into highly functionalized 2,3,6,8-tetrasubstituted chromones in which a 3-substituent (acetate, amine, or bromine) was introduced via straightforward chemical transformations.
Fridén-Saxin
Maria
M
Department of Chemistry, Medicinal Chemistry, University of Gothenburg, SE-41296 Goteborg, Sweden.
Pemberton
Nils
N
Andersson
Krystle da Silva
Kda S
Dyrager
Christine
C
Friberg
Annika
A
Grøtli
Morten
M
Luthman
Kristina
K