Palladium/Norbornene Cooperative-Catalyzed Cascade Decarboxylative Cyclization of 4‑Iodoisoquinolin-1(2H)‑ones with o‑Bromobenzoic Acids: Access to Diverse Fused Phenanthridinones and Hepta[1,2‑c]isoquinolinones

A novel three-component Pd/norbornene cooperative catalysis cascade decarboxylative [2+2+2]/[2+2+3]­cyclization of 4-iodoisoquinolin-1­(2H)-ones and o-bromobenzoic acids or 8-bromo-1-naphthoic acid has been developed. The method affords a range of fused phenanthridinones and hepta­[1,2-c]­isoquinoli...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2023-07, Vol.88 (13), p.8329-8344
Hauptverfasser: Huang, Xiao-Hong, Yang, Cai-Yun, Liu, Feng-Lin, Li, Xia, Liu, Bo, Kou, Jun-Feng, Huang, Guo-Li, Teng, Ming-Yu
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A novel three-component Pd/norbornene cooperative catalysis cascade decarboxylative [2+2+2]/[2+2+3]­cyclization of 4-iodoisoquinolin-1­(2H)-ones and o-bromobenzoic acids or 8-bromo-1-naphthoic acid has been developed. The method affords a range of fused phenanthridinones and hepta­[1,2-c]­isoquinolinones and displays unique regioselectivity and broad substrate scope. Palladium/norbornene (Pd/NBE)-catalyzed C–H activation and subsequent decarboxylative coupling reactions were involved, and NBE acts as a building block for the construction of rigid nonplanar molecular architectures.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00344