Abstract
One-pot reaction between dialkyl acetylendicarboxylates and different hydrazide acids in the presence of triphenylphosphine leds to 1,3,5-substituted-1H-pyrazoles derivatives in excellent yields. In the absence of triphenylphosphine, dialkyl acetylenedicarboxylate adds to hydrazide acids to produce dialkyl 2-(arylhydrazono)succinates were obtained in good yields.
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