Allenes. Part 39. The synthesis of 3-alkyl-5-aminopyrazoles and 3H-indoles from allenic or acetylenic nitriles

Abstract
Hydrazine adds to allenic or acetylenic nitriles to give 3-alkyl-substituted 5-aminopyrazoles in excellent yields. Conjugated and unconjugated enaminic nitriles may be isolated from the Michael addition of phenylhydrazine to allenic nitriles and ring-closed to give 3-alkyl-5-amino-N-phenylpyrazoles and 3H-indoles.

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