o-Nitrobenzyl oxime ethers enable photo-induced cyclization reac-tion to provide phenanthridines under aqueous conditions

24 November 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


In this paper, we describe a novel N–O photolysis of o-nitrobenzyl oxime ethers that enables the synthesis of phenanthridines via intramolecular cyclization reactions. Without the use of additional photocatalysts or photosensitizers, the process proceeds with an efficiency of up to 96% when exposed to near-visible light (405 nm) under aqueous circumstances. Through the photoinduced production of a fluorescent phenanthridine derivative in HeLa cells, biocompatibility of the reaction was demonstrated. This photoinduced cyclization reaction could be used as a different photochemical instrument to control biological processes by inducing the production of bioactive molecules.


photo-induced cyclization
iminyl radical

Supplementary materials

Supporting Information
Experimental details and characterization data of the compounds


Comments are not moderated before they are posted, but they can be removed by the site moderators if they are found to be in contravention of our Commenting Policy [opens in a new tab] - please read this policy before you post. Comments should be used for scholarly discussion of the content in question. You can find more information about how to use the commenting feature here [opens in a new tab] .
This site is protected by reCAPTCHA and the Google Privacy Policy [opens in a new tab] and Terms of Service [opens in a new tab] apply.