Abstract
The potassium thiocyanate-catalysed reaction of dialkyl acetylenedicarboxylates with indane-1,3-dione in acetone, led to dialkyl 4-oxo-3,4-dihydro-2H-indeno[1,2-b]furan-2,3-dicarboxylates in good yields. The presented one-pot method is simple and effective with mild conditions.
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