Abstract
A series of novel 2-amino-5,6,7,8-tetrahydro-4,7,7-trimethyl-5-oxo-4-aryl-4H-benzo[b]pyran-3-carbonitriles was obtained from the reaction of 2-(1-arylethylidene)malononitrile and 5,5-dimethylcyclohexane-1,3-dione in an ionic liquid at 90°C. This method had the advantages of operational simplicity, mild reaction conditions and an environmentally benign procedure.
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