TiCl4/DMAP mediated Z-selective knovenagel condensation of isatins with nitroacetates and related compounds

TiCl4/DMAP mediated Z-selective knovenagel condensation of isatins with nitroacetates and related compounds

A highly efficient Z-selective Knovenagel condensation reaction of isatins with nitroacetates mediated by TiCl4 and DMAP was described. The desired 2-nitro-3-ylideneoxindole acetates were obtained in good to excellent stereoselectivities and yields. Other activated methylene derivatives as well as 4...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:RSC advances 2017-01, Vol.7 (81), p.51352-51358
Hauptverfasser: Zhu, Luyi, Yan, Peipei, Zhang, Lvye, Chen, Zhangtao, Zeng, Xiaofei, Zhong, Guofu
Format: Artikel
Sprache:eng
Schlagworte:
Acetates
Condensation
Derivatives
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A highly efficient Z-selective Knovenagel condensation reaction of isatins with nitroacetates mediated by TiCl4 and DMAP was described. The desired 2-nitro-3-ylideneoxindole acetates were obtained in good to excellent stereoselectivities and yields. Other activated methylene derivatives as well as 4-methylbenzenesulfonamide could provide good results too. This method makes it possible to obtain various unreported 3-ylideneoxindole derivatives under mild reaction conditions.
ISSN:2046-2069
DOI:10.1039/c7ra09951g