(E)-3-((2-Fluorophenyl)(hydroxy)methylene)imidazo[1,2-a]pyri-din-2(3H)-one
Treatment of a N-2-pyridyl-β-ketoamide precursor with bromine afforded the first example of the 3-aryl(α-hydroxy)methylenelimidazo[1,2-a]pyridin-2(3H)-one framework. This transformation proceeded through a domino process comprising an initial bromination, cyclization via an intramolecular SN reaction, and a final keto-enol tautomerism, and allows generation of the fused heterocyclic system and installation of the acyl substituent in a single operation.
1976 ◽
Vol 32
(4)
◽
pp. 1074-1078
◽
Keyword(s):
Keyword(s):