(<i>E</i>)-3-((2-Fluorophenyl)(hydroxy)methylene)imidazo[1,2-<i>a</i>]pyridin-2(3<i>H</i>)-one

(<i>E</i>)-3-((2-Fluorophenyl)(hydroxy)methylene)imidazo[1,2-<i>a</i>]pyridin-2(3<i>H</i>)-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-<i>a</i>]pyridin-2(3<i>H</i>)-one framework. This transformation proceeded through a domino process comprising an initial bromination, cycliz...

Full description

Bibliographic Details
Main Authors: Giammarco Tenti, Ángel Cores, María Teresa Ramos, J. Carlos Menéndez
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Molbank
Subjects:
nitrogen heterocycles
domino reactions
bromination
intramolecular S<sub>N</sub> displacement
Online Access:https://www.mdpi.com/1422-8599/2021/2/M1212
Description
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-<i>a</i>]pyridin-2(3<i>H</i>)-one framework. This transformation proceeded through a domino process comprising an initial bromination, cyclization via an intramolecular S<sub>N</sub> 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

Similar Items