Abstract
Pyrazoles were prepared in excellent yields via solventless condensation of various 1,3-diketones (R¹COCHXCOCH3, R¹ = Me, Ph; X = H, Me, Cl) and hydrazines, acylhydrazines or sulfonyl hydrazines in the presence of a catalytic amount of Sc(OTf)3 at room temperature. Additionally, the catalyst could be recovered easily after the reactions and reused without evident loss in activity.
Highlights
Pyrazole and its derivatives constitute an important class of compounds, which exhibit various biological and pharmaceutical activities[1] ranging from antitumor[2] to antiinflammatory,[3] antipsychotic,[4] antimicrobial,[5] antiviral[6] and antifungal[7] activities
Develop a green, simple and practical method for the synthesis of pyrazoles from 1,3-diketones with hydrazines, acylhydrazines and sulfonyl hydrazines catalyzed by Sc(OTf)[3] under solvent-free conditions
3p aReactions performed with 1,3-diketones (1.0 mmol), hydrazines/hydrazides (1.0 mmol), and Sc(OTf)[3] (2 mol %) and mixed for 20 min at room temperature. bIsolated yields. cSc(OTf)[3] was recovered and reused three times. dReaction run at 60 °C
Summary
Pyrazole and its derivatives constitute an important class of compounds, which exhibit various biological and pharmaceutical activities[1] ranging from antitumor[2] to antiinflammatory,[3] antipsychotic,[4] antimicrobial,[5] antiviral[6] and antifungal[7] activities. Soc. develop a green, simple and practical method for the synthesis of pyrazoles from 1,3-diketones with hydrazines, acylhydrazines and sulfonyl hydrazines catalyzed by Sc(OTf)[3] under solvent-free conditions.
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