Issue 4, 2024

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

Abstract

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
27 Oct 2023
Accepted
11 Dec 2023
First published
13 Dec 2023

New J. Chem., 2024,48, 1481-1488

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

S. Banu, K. Singh and P. P. Yadav, New J. Chem., 2024, 48, 1481 DOI: 10.1039/D3NJ04956F

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