Synthesis and solid-state luminescence of highly-substituted 6-amino-2H-pyran-2-one derivatives

[Display omitted] •The new route to highly substituted 6-amino-2H-pyran-2-one derivatives is described.•A mechanism for ADCP heterocyclization in acidic media is proposed.•The one key intermediate was isolated and characterized by XRD. A fast and convenient synthesis and solid-state luminescence pro...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron letters 2020-07, Vol.61 (28), p.152084, Article 152084
Hauptverfasser: Karpov, Sergey, Kayukov, Yakov, Grigor'ev, Arthur, Nasakin, Oleg, Kayukova, Olga, Tafeenko, Viktor
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:[Display omitted] •The new route to highly substituted 6-amino-2H-pyran-2-one derivatives is described.•A mechanism for ADCP heterocyclization in acidic media is proposed.•The one key intermediate was isolated and characterized by XRD. A fast and convenient synthesis and solid-state luminescence properties of new highly-substituted 6-amino-2H-pyran-2-one derivatives is described. These compounds were obtained from inexpensive and available 2-acyl(aroyl)-1,3-dicyano-1,3-bis-methoxycarbonylpropenides via regioselective heterocyclization under the action of sulfuric and hydroiodic acid. Compounds containing 6-amino-2H-pyran-2-one moiety are nearly unstudied, but are of interest for obtaining condensed biologically active compounds based on this scaffold.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152084