Gesellschaft Deutscher Chemiker
Keine Benachrichtigungen
Sie haben noch keine Lesezeichen
Abmelden

Artikel

Visible Light‐Mediated Metal‐Free Chlorodifluoromethylation of Arenes and Heteroarenes by a Hypervalent Iodine EDA Complex

Von Wiley-VCH zur Verfügung gestellt

A visible light-mediated electron donor–acceptor complex enabling direct chlorodifluoromethylation of (hetero)arenes is described. This method provides the privileged moiety with mild conditions across a broad range of functional groups and bioactive scaffolds. Post-functionalization reactions and key control experiments are reported as well. The core EDA complex is studied spectroscopically, enabling further synthetic applications in the future.


Abstract

A novel EDA complex comprised of a bis(chlorodifluoroacetoxy)iodoarene and 1,3,5-trimethoxybenzene is described, which enables the direct radical C(sp2)−H chlorodifluoromethylation of arenes and heteroarenes under monochromatic visible-light irradiation. The procedure is mild, operationally simple, and utilizes commercially available reagents. The developed conditions demonstrate compatibility with a host of commonly encountered functionalities and biologically relevant scaffolds, whilst showcasing the post-functionalization capabilities of the −CF2Cl moiety. Various mechanistic studies were performed to explore the EDA complex and radical generation pathway.

Zum Volltext

Überprüfung Ihres Anmeldestatus ...

Wenn Sie ein registrierter Benutzer sind, zeigen wir in Kürze den vollständigen Artikel.