Visible Light-Mediated Direct Decarboxylative C–H Functionalization of Heteroarenes

The direct visible light-mediated C–H alkylation of heteroarenes using aliphatic carboxylic acids is reported. This mild method proceeds at low catalyst loadings (0.5 mol %) and has a high functional group tolerance and a broad substrate scope. Notably, functionalization of (iso)­quinoline, pyridine...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:ACS catalysis 2017-06, Vol.7 (6), p.4057-4061
Hauptverfasser: Garza-Sanchez, R. Aleyda, Tlahuext-Aca, Adrian, Tavakoli, Ghazal, Glorius, Frank
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The direct visible light-mediated C–H alkylation of heteroarenes using aliphatic carboxylic acids is reported. This mild method proceeds at low catalyst loadings (0.5 mol %) and has a high functional group tolerance and a broad substrate scope. Notably, functionalization of (iso)­quinoline, pyridine, phthalazine, benzothiazole, and other heterocyclic derivatives with both cyclic and acyclic primary, secondary, and tertiary carboxylic acids as well as amino and fatty acids proceeded under the standard conditions at room temperature. This protocol enables the rapid conversion of abundant feedstock materials into medically relevant “drug-like” moieties.
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.7b01133