One-Pot Highly Regioselective Synthesis of α‑Ketoamide N‑Arylpyrazoles from Secondary β‑Enamino Diketones
2019-07-29T11:04:54Z (GMT) by
An efficient one-pot method is described for the highly regioselective synthesis of α-ketoamide N-arylpyrazoles from secondary β-enamino diketones. For this, the key intermediate, 4-acyl 3,5-dihydroxypyrrolone, was generated in situ and underwent bimolecular nucleophilic substitution at C-5 by arylhydrazine, with subsequent heterocyclization at the carbonyl carbon of the acyl group. This strategy allowed for regiochemical control of α-ketoamide N-arylpyrazoles from β-enamino diketones and arylhydrazines.