Acid-Catalyzed 1,3-Dipolar Cycloaddition of 2H-Azirines with Nitrones: An Unexpected Access to 1,2,4,5-Tetrasubstituted Imidazoles

Angyal, Aniko [Angyal, Anikó (szerves kémia), author] Department of Organic Chemistry (SZTE / TTIK / KI); Demjen, Andras; Wolfling, Janos [Wölfling, János (Szerves kémia), author]; Puskas, Laszlo G.; Kanizsai, Ivan ✉ [Kanizsai, Iván (Szerves kémia), author]

English Article (Journal Article) Scientific
Published: JOURNAL OF ORGANIC CHEMISTRY 0022-3263 1520-6904 85 (5) pp. 3587-3595 2020
  • SJR Scopus - Organic Chemistry: Q1
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Subjects:
  • Chemical sciences
The first 1,3-dipolar cycloaddition of 2H-azirines with nitrones, a straightforward approach toward the regioselective synthesis of 1,2,4,5-tetrasubstituted imidazoles, is reported. This trifluoroacetic acid-catalyzed protocol tolerates a broad range of aliphatic and aromatic substrates, offering an efficient access to highly diverse, multisubstituted imidazoles in isolated yields up to 83% under mild conditions.
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2026-01-24 18:48