Metal-free photoredox catalyzed cyclization of O-(2,4-dinitrophenyl)oximes to phenanthridines

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Abstract

A metal-free visible-light photoredox-catalyzed intermolecular cyclization reaction of O-2,4-dinitrophenyl oximes to phenanthridines was developed. In this study, the organic dye eosin Y and i-Pr2NEt were used as photocatalyst and terminal reductant, respectively. The oxime substrates were transformed into iminyl radical intermediates by single-electron reduction, which then underwent intermolecular homolytic aromatic substitution (HAS) reactions to give phenanthridine derivatives.

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Liu, X., Qing, Z., Cheng, P., Zheng, X., Zeng, J., & Xie, H. (2016). Metal-free photoredox catalyzed cyclization of O-(2,4-dinitrophenyl)oximes to phenanthridines. Molecules, 21(12). https://doi.org/10.3390/molecules21121690

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