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Acidic ionic liquid 1-methylimidazolium tetrafluoroborate [HMim]+[BF4]−, was successfully employed as a reusable catalyst for the reaction of furfural and secondary amines to yield 4,5-diaminocyclopent-2-enones exclusively as trans diastereomer in the absence of solvent. The inherent Brønsted acidity and high polarity of ionic liquid resulted in the significant enhancement in the reaction rate.

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An efficient synthesis of 3-amino-substituted N-alkyl indazoles is described. Reaction of readily available o-halo aryl hydrazines with palladium(II) acetate and cupper(I) iodide in the presence of a base afforded the corresponding 3-substituted N-tosylindazoles in excellent yields. These products were further functionalized after detosylation with Na–Hg, followed by alkylation to afford 3-amino-substituted N-alkylindazoles.

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