An electrochemical gram-scale protocol for pyridylation of inert N-heterocycles with cyanopyridines

Here, we present a protocol to decyanopyridate inert N-heterocycles access to N-fused heterocycles via the mechanism of dual proton-coupled electron transfer (PCET). We describe a detailed guide to performing an electrochemical gram-scale protocol for decyanopyridation of inert N-heterocycles. The d...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:STAR protocols 2022-09, Vol.3 (3), p.101565-101565, Article 101565
Hauptverfasser: Niu, Cong, Yang, Jianjing, Yan, Kelu, Xie, Jiafang, Jiang, Wei, Li, Bingwen, Wen, Jiangwei
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Here, we present a protocol to decyanopyridate inert N-heterocycles access to N-fused heterocycles via the mechanism of dual proton-coupled electron transfer (PCET). We describe a detailed guide to performing an electrochemical gram-scale protocol for decyanopyridation of inert N-heterocycles. The desired pyridylated quinolone is synthesized in a 5.0 mmol scale with a yield of 76%. The protocol is limited to cyanopyridines. For complete details on the use and execution of this protocol, please refer to Niu et al. (2022). [Display omitted] •Electrochemical NH4+-assisted dual PCET followed by radical cross-coupling•Synthesis of N-fused heterocycles in gram scale•Application of electron-deficient quinolines as radical precursors•The protocol is limited to cyanopyridines Publisher’s note: Undertaking any experimental protocol requires adherence to local institutional guidelines for laboratory safety and ethics. Here, we present a protocol to decyanopyridate inert N-heterocycles access to N-fused heterocycles via the mechanism of dual proton-coupled electron transfer (PCET). We describe a detailed guide to performing an electrochemical gram-scale protocol for decyanopyridation of inert N-heterocycles. The desired pyridylated quinolone is synthesized in a 5.0 mmol scale with a yield of 76%.
ISSN:2666-1667
2666-1667
DOI:10.1016/j.xpro.2022.101565