Litcius/Paper detail

<i>o</i> -Nitrobenzyl Oxime Ethers Enable Photoinduced Cyclization Reaction to Provide Phenanthridines under Aqueous Conditions

Hidenori Okamura, Momoka Iida, Yui Kaneyama, Fumi Nagatsugi

2023Organic Letters19 citationsDOI

Abstract

-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 ≤96% upon exposure of the sample to near-visible light (405 nm) under aqueous conditions. Through the photoinduced production of a fluorescent phenanthridine derivative in HeLa cells, the progress of the reaction under biological conditions 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.

Topics & Concepts

ChemistryPhenanthridinePhotochemistryAqueous solutionIntramolecular forceOximePhotodissociationDerivative (finance)FluorescenceMoleculeCombinatorial chemistryOrganic chemistryFinancial economicsPhysicsEconomicsQuantum mechanicsPhotochromic and Fluorescence ChemistryRadical Photochemical ReactionsSynthesis of Indole Derivatives