4.4 Article

Sulfonated Graphene-Oxide as Metal-Free Efficient Carbocatalyst for the Synthesis of 3-Methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones and Substituted Pyrazole

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CHEMISTRYSELECT
卷 5, 期 2, 页码 626-636

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WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201904164

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Aldehyde; Carbocatalyst; Ethyl acetoacetate; Isoxazole; Pyranopyrazole; Sulfonated graphene oxide

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A straightforward, simple and unprecedented transformative protocol has been accomplished towards furnishing a wide variety of pharmaceutically promising functionalised 3-methyl-4-(hetero)arylmethylene isoxazole-5(4H)-ones and 6-Amino-3-methyl-4-phenyl-1,4-[2,3-c]pyrazole-5-carbonitriles. Sulfonated graphene oxide (SGO), a new class of heterogeneous carbocatalyst, was found to be efficient for thisone pot rapid conversion of isoxazoles and pyranopyrazoles from aldehyde. The prepared SGO was characterised by FEG-SEM, HR-TEM, FTIR and was recyclable up to 5(th) run without a significant drop in its catalytic activity. Metal free synthesis, good to excellent yield, high atom economy, usage of readily available starting material, operational simplicity, easy workup, and recyclable catalyst are the fundamental features of this protocol.

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