Site-Selective Electrochemical C–H Cyanation of Indoles

An electrochemical approach for the site-selective C–H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on the tris­(4-bromophenyl)­amine as a redox catalyst, which achieves better yield and regioselectivity. A variety of C2- and...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2021-08, Vol.23 (15), p.5983-5987
Hauptverfasser: Li, Laiqiang, Hou, Zhong-Wei, Li, Pinhua, Wang, Lei
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An electrochemical approach for the site-selective C–H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on the tris­(4-bromophenyl)­amine as a redox catalyst, which achieves better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions are conducted in a simple undivided cell at room temperature and obviate the need for transition-metal reagent and chemical oxidant.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02063