Ultrasonic Assisted Cu-Catalyzed Intermolecular O-Arylation of N-Hydroxyimidoyl Chloride and 2-Iodophenol: New Substituted Benzo[1,4,2]Dioxazine Derivatives

Abstract

A rapid and direct route with the help of ultrasound for the synthesis of benzo[1,4,2]dioxazine derivatives through a copper iodide-catalyzed intermolecular O-arylation of N-hydroxyimidoyl chloride and 2-iodophenol in acetonitrile solvent has been investigated. The use of cheap and available raw materials and catalysts, without column chromatography, applying the sonochemical methodology, and performing the reaction in 40–45 min, with good efficiency (71%–93%) are notable features of this protocol. This research represents a significant advancement in the synthesis of benzo[1,4,2]dioxazine derivatives.