Visible light-mediated direct C8–H arylation of quinolines and C2–H arylation of quinoline- N -oxides and pyridines under organic photocatalysis

CH-arylated quinolines have found widespread applications in drug discovery as well as in the field of fine chemicals and material science. Herein, we report a general, transition-metal-free, environmentally friendly photocatalytic strategy for the direct C–H arylation of quinolines and quinoline N...

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Veröffentlicht in:New journal of chemistry 2024-01, Vol.48 (4), p.1481-1488
Hauptverfasser: Banu, Saira, Singh, Kuldeep, Yadav, Prem P.
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Sprache:eng
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Zusammenfassung:CH-arylated quinolines have found widespread applications in drug discovery as well as in the field of fine chemicals and material science. Herein, we report a general, transition-metal-free, environmentally friendly photocatalytic strategy for the direct C–H arylation of quinolines and quinoline N -oxides/pyridines selectively at the C-8 and C-2 positions, respectively, using chlorophyll as the organic photocatalyst. This method offers a simple, practical route for direct access to C8-aryl quinolines, C2-aryl pyridines, and quinoline N-oxides. The key advantages of the present protocol include operational simplicity, the use of clean energy sources, low reagent costs, and no requirement of pre-functionalized substrates.
ISSN:1144-0546
1369-9261
DOI:10.1039/D3NJ04956F