γ-Hydroxy-γ-butyrolactams as 1,2-bis-electrophiles in a Brønsted/Lewis acid-free synthesis of condensed nitrogen heterocycles

Here, we describe the one-pot assembly of imidazo[1,2- a ]pyridine and quinoxaline heterocyclic cores by the electrophilic tandem cyclization between 3,5-diaryl substituted 5-hydroxy-3-pyrrolin-2-ones and the corresponding nitrogen bis-nucleophiles. This microwave-assisted annulation occurs in super...

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Veröffentlicht in:New journal of chemistry 2024-08, Vol.48 (31), p.13752-13763
Hauptverfasser: Aksenov, Nicolai A, Kurenkov, Igor A, Arutiunov, Nikolai A, Malyuga, Vladimir V, Aksenov, Dmitrii A, Leontiev, Alexander V, Aksenov, Alexander V
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Sprache:eng
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Zusammenfassung:Here, we describe the one-pot assembly of imidazo[1,2- a ]pyridine and quinoxaline heterocyclic cores by the electrophilic tandem cyclization between 3,5-diaryl substituted 5-hydroxy-3-pyrrolin-2-ones and the corresponding nitrogen bis-nucleophiles. This microwave-assisted annulation occurs in superheated water and does not require the addition of any acid. Here, we describe the one-pot assembly of imidazo[1,2- a ]pyridine and quinoxaline heterocyclic cores by the electrophilic tandem cyclization between 3,5-diaryl substituted 5-hydroxy-3-pyrrolin-2-ones and the corresponding nitrogen bis-nucleophiles.
ISSN:1144-0546
1369-9261
DOI:10.1039/d4nj01595a