A practical copper-catalyzed approach to -lactams radical carboamination of alkenyl carbonyl compounds

Functionalized -lactams are highly important motifs in synthetic chemistry. We report an efficient and novel approach to the synthesis of -lactams via a copper( i )-catalyzed cascade process involving C(benzyl)H radical abstraction, intermolecular alkene addition, and intramolecular amination reacti...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2019-08, Vol.55 (71), p.1523-1526
Hauptverfasser: Shi, Peng, Wang, Jie, Gan, Zixu, Zhang, Jingyu, Zeng, Runsheng, Zhao, Yingsheng
Format: Artikel
Sprache:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Functionalized -lactams are highly important motifs in synthetic chemistry. We report an efficient and novel approach to the synthesis of -lactams via a copper( i )-catalyzed cascade process involving C(benzyl)H radical abstraction, intermolecular alkene addition, and intramolecular amination reaction. Variously substituted alkenes were synthesized from vinylacetic acid, leading to the corresponding -lactams in moderate to good yields. Preliminary studies indicate that the reaction undergoes a free radical mechanism via a Cu( i )/Cu( ii )/Cu( iii ) catalytic cycle. Functionalized -lactams are highly important motifs in synthetic chemistry.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc05668h