Difluoromethylarylation of Alkynes from [Bis(difluoroacetoxy)iodo]benzene: Access to CF2H‑Containing Dibenzazepines

A photoinduced radical difluoromethylarylation via tandem addition–cyclization of alkynes with easily available [bis­(difluoroacetoxy)­iodo]­benzene is accomplished, providing a straightforward and practical route for the construction of difluoromethylated dibenzazepines. Various sensitive functiona...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2022-06, Vol.87 (11), p.7551-7556
Hauptverfasser: Wang, Luoyu, Zhang, Yan, Zhu, Tonghao, Wu, Jie
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A photoinduced radical difluoromethylarylation via tandem addition–cyclization of alkynes with easily available [bis­(difluoroacetoxy)­iodo]­benzene is accomplished, providing a straightforward and practical route for the construction of difluoromethylated dibenzazepines. Various sensitive functional groups can be compatible under photoinduced conditions. Mechanism investigation reveals that this transformation is initiated by the addition of alkyne with difluoromethyl radical, generated in situ from [bis­(difluoroacetoxy)­iodo]­benzene.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c00584