Cascade 1,3-dipolar Cycloaddition/SO2 extrusion approach for the rapid synthesis of tetraaryl-substituted pyrazoles with Aggregation Induced Emission characteristics

A highly efficient strategy was developed for the straightforward synthesis of tetraaryl-substituted pyrazoles. The cascade process consists of a regioselective 1,3-dipolar cycloaddition of benzosultam-3-ylidenes with nitrile imines and a subsequent elimination of SO2. The title compounds exhibit hi...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Tetrahedron 2020-10, Vol.76 (44), p.131568, Article 131568
Hauptverfasser: Cao, Guorui, Liu, Xiang, Wang, Long, Li, Yanshun, Teng, Dawei
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A highly efficient strategy was developed for the straightforward synthesis of tetraaryl-substituted pyrazoles. The cascade process consists of a regioselective 1,3-dipolar cycloaddition of benzosultam-3-ylidenes with nitrile imines and a subsequent elimination of SO2. The title compounds exhibit high fluorescence quantum yields and Aggregation Induced Emission (AIE) characteristics. [Display omitted] •A new strategy was reported for the synthesis of tetraaryl-substituted pyrazoles.•Milder reaction conditions and shorter synthetic route were achieved.•Several compounds exhibit high fluorescence quantum yields and AIE characteristics.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2020.131568