Tetrahedron p. 1729 - 1734 (1997)
Update date:2022-07-30
Topics:
Ryckmans, Thomas
Viehe, Heinz-Gunter
Feneau-Dupont, Janine
Tinant, Bernard
Declercq, Jean-Paul
The reaction of enolisable ketones with 1-alkyl-1-cyanohydrazines leads to the corresponding cyanohydrazones. These compounds cyclise under thermal or mildly basic conditions, furnishing the corresponding 5-aminopyrazoles in good yield. In some cases, the hydrazones cannot be isolated, and the pyrazole derivatives are directly obtained. Hydrazone-enehydrazine tautomerism was observed, but no subsequent [3,3] rearrangement.
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