A General and Expedient Method for the Solid-Phase Synthesis of Structurally Diverse 1-Phenylpyrazolone Derivatives

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Abstract
The dianion of polymer-bound acetoacetate 3 was generated and trapped with various alkylating agents 5 to give the corresponding γ-alkylated β-ketoesters 8 exclusively. Subsequent reaction with phenylhydrazine resulted in cyclization with concomitant cleavage from the polymeric support to afford the 1-phenyl-pyrazolones 10 in high purity and good yield. The ease and generality of this approach is demonstrated by the synthesis of several diverse 1-phenyl-pyrazolones.

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