One-pot regioselective synthesis of beta -lactams by a tandem Ugi 4CC/S sub(N) cyclization

One-pot regioselective synthesis of beta -lactams by a tandem Ugi 4CC/S sub(N) cyclization

beta -Lactam scaffold was fabricated regioselectively by a facile one-pot base-mediated synthesis. The reactions of bromoacetic acid 1, primary amines 2, isocyanides 3, and arylglyoxals 4 produced 2-aroyl-4-oxoazetidine-2-carboxamides 6 in good yields via a one-pot tandem Ugi condensation and intram...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron 2014-06, Vol.70 (23), p.3647-3652
Hauptverfasser: Zeng, Xiao-Hua, Wang, Hong-Mei, Yan, Yan-Mei, Wu, Lei, Ding, Ming-Wu
Format: Artikel
Sprache:eng
Schlagworte:
Amines
Condensing
Scaffolds
Synthesis (chemistry)
Tetrahedrons
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:beta -Lactam scaffold was fabricated regioselectively by a facile one-pot base-mediated synthesis. The reactions of bromoacetic acid 1, primary amines 2, isocyanides 3, and arylglyoxals 4 produced 2-aroyl-4-oxoazetidine-2-carboxamides 6 in good yields via a one-pot tandem Ugi condensation and intramolecular C-alkylation at room temperature in the presence of Cs sub(2)CO sub(3).
ISSN:0040-4020
DOI:10.1016/j.tet.2014.04.033