Iodine‐Assisted Regioselective C3‐H Chalcogenation of 4‐Phenyl Aminocoumarin: Access to Unusual Dual Selenylation of N‐Substituted Derivatives

Abstract

A simple, efficient, metal and photocatalyst‐free, eco‐friendly approach for the C3‐H regioselective chalcogenation of 4‐phenyl aminocoumarin, as well as abnormal dual selenylation of N‐substituted 4‐phenyl aminocoumarin, has been developed by using diphenyl dichalcogenides and iodine as support in green solvent PEG‐400 under ambient temperature and aerobic condition. Furthermore, chalcogenation of 4‐phenyl amino‐2‐pyrone has also been accomplished in similar conditions. The proposed mechanism is based on the control experiments and suggests an ionic pathway. The reaction offers a green synthetic path with a high yield, and the methodology is crucially significant due to its operational simplicity, convenient execution, scalability, and tolerance of various functional groups.