Organic-Dye-Catalyzed Visible-Light-Mediated Regioselective C‑3 Alkoxycarbonylation of Imidazopyridines by Carbazates

A mild and eco-friendly visible-light-mediated regioselective C–H alkoxycarbonylation of imidazo­[1,2-a]­pyridine heterocycles using rose bengal as a photoredox catalyst at room temperature has been developed. Biologically important alkoxycarboxylated imidazo­[1,2-a]­pyridines at the C-3 position as...

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Bibliographic Details
Published in:Journal of organic chemistry 2022-11, Vol.87 (21), p.14915-14922
Main Authors: Sarothiya, Durgesh, Bhawale, Rajesh T., Kshirsagar, Umesh A.
Format: Article
Language:English
Subjects:
Catalysis
Light
Molecular Structure
Pyridines
Stereoisomerism
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Summary:A mild and eco-friendly visible-light-mediated regioselective C–H alkoxycarbonylation of imidazo­[1,2-a]­pyridine heterocycles using rose bengal as a photoredox catalyst at room temperature has been developed. Biologically important alkoxycarboxylated imidazo­[1,2-a]­pyridines at the C-3 position as well as coumarins and quinoxalin-2­(1H)-ones have been prepared. The present approach has the advantage of having a user- and eco-friendly catalyst, a carbonyl source, as well as extremely mild conditions for direct and regioselective C–H alkoxycarbonylation mediated by visible light as a green energy source.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.2c01742