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Singlet Oxygen Mediated Dual C-C and C-N bond cleavage in Visible Light

Abstract

A tandem cleavage of carbon-carbon and carbon-nitrogen bonds in imidazo[1,2-a]pyridines and imidazo[1,2-a]quinolines is reported in presence of Eosin Y and visible light. The ring opening occurs under ambient conditions through singlet oxygen insertion, bond cleavages and CO2 elimination, and produces N-(pyridin-2-yl) amides and N-(quinolin-2-yl) amides in high yields. The reaction shows good versatility, and does not require strong external oxidants and additives.

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Article information


Accepted
26 Mar 2020
First published
26 Mar 2020

Org. Biomol. Chem., 2020, Accepted Manuscript
Article type
Paper

Singlet Oxygen Mediated Dual C-C and C-N bond cleavage in Visible Light

R. Chahal, C. Sharma, S. Kumar and N. Jain, Org. Biomol. Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0OB00563K

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