Brønsted‐Acid Mediated Synthesis of Symmetrical and Unsymmetrical Indolocarbazoles from Indoles and α‐Functionalized Ketones

Various symmetrical and unsymmetrical indolo[2,3‐a]carbazoles were synthesized in a one‐ or two‐step reaction using α‐haloketones and indoles. The developed methodology demonstrated controllable chemoselectivity and gram‐scale synthesis. Furthermore, this transformation was compatible with other α‐f...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Advanced synthesis & catalysis 2023-12, Vol.365 (24), p.4634-4640
Hauptverfasser: Xu, Teling, Huang, Shanshan, Tan, Linbo, Zhang, Xueyan, Jiang, Wengao, Luo, Juan, Tang, Qiang
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Various symmetrical and unsymmetrical indolo[2,3‐a]carbazoles were synthesized in a one‐ or two‐step reaction using α‐haloketones and indoles. The developed methodology demonstrated controllable chemoselectivity and gram‐scale synthesis. Furthermore, this transformation was compatible with other α‐functionalized ketones, such as α‐hydroxy and α‐acetyloxy ketones, allowing for the formation of their corresponding indolocarbazoles. Additionally, our photochemical research has revealed that all the indolo[2,3‐a]carbazoles exhibited dual fluorescence, with the relative intensity varying depending on the solvent.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300959