(E)-3-((2-Fluorophenyl)(hydroxy)methylene)imidazo[1,2-a]pyridin-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 reactio...

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Bibliographic Details
Published inMolBank Vol. 2021; no. 2; p. M1212
Main Authors Tenti, Giammarco, Cores, Ángel, Ramos, María Teresa, Menéndez, J. Carlos
Format Journal Article
LanguageEnglish
Published Basel MDPI AG 01.06.2021
Subjects
Bromination
Bromine
Conflicts of interest
domino reactions
Experiments
intramolecular SN displacement
nitrogen heterocycles
Spain
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Summary: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.
ISSN:1422-8599
1422-8599
DOI:10.3390/M1212