A new route for the synthesis of substituted benzo [1,3,4] oxadiazine derivatives via copper-catalyzed N-arylation-cyclization of hydrazonoyl chlorides and 2-iodophenol

Abstract

In this research, a rapid and direct approach for the synthesis of benzo [1,3,4] oxadiazine derivatives via a copper-catalyzed intermolecular N-arylation of 2-iodophenol and hydrozonoyl chloride is described. The reaction occurs rapidly at room temperature, making it convenient and time-saving. No complex ligands or special equipment are required. The use of simple and readily available raw materials, without column chromatography, mild catalytic copper reaction conditions, and good yield (71–93 %), are notable features of this protocol. The [1,3,4] oxadiazine moiety is often found in drugs and other bioactive molecules.