Synthesis of 3<i>H</i>-1,2,4-Triazol-3-ones via NiCl<sub>2</sub>-Promoted Cascade Annulation of Hydrazonoyl Chlorides and Sodium Cyanate
Shiying Du, Zuguang Yang, Jianhua Tang, Zhengkai Chen, Xiao‐Feng Wu
Abstract
-1,2,4-triazol-3-ones from readily available hydrazonoyl chlorides and sodium cyanate has been developed. The transformation occurs through a cascade nickel-promoted intermolecular nucleophilic addition-elimination process, intramolecular nucleophilic addition, and a hydrogen-transfer sequence. The method has been successfully applied for the construction of the core skeleton of the angiotensin II antagonist.
Topics & Concepts
ChemistryAnnulationCascadeSodiumSodium azideCombinatorial chemistryMedicinal chemistryOrganic chemistryChromatographyCatalysisClick Chemistry and ApplicationsSynthesis and Biological EvaluationSynthesis and Catalytic Reactions