Litcius/Paper detail

Synthesis of Phenanthridines through Iodine-Supported Intramolecular C–H Amination and Oxidation under Visible Light

Yan Gao, Yi Jing, Lixin Li, Jie Zhang, Xuenian Chen, Yan‐Na Ma

2020The Journal of Organic Chemistry25 citationsDOI

Abstract

Herein, we report a metal-free and step-economic synthesis of phenanthridines from 2-biarylmethanamines under mild conditions. The reaction involves iodine-supported intramolecular C-H amination and oxidation of 5,6-dihydrophenanthridine under air and benign visible light. The mechanism study reveals that visible light plays a key role in both these steps.

Topics & Concepts

ChemistryAminationIntramolecular forceIodineVisible spectrumCombinatorial chemistryPhotochemistryReductive aminationOrganic chemistryCatalysisOptoelectronicsPhysicsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsRadical Photochemical Reactions