Electrochemical Desulfurative Cyclization Accessing Oxazol-2-amine Derivatives via Intermolecular C–N/C–O Bond Formation
Jinhui Hu, Huanliang Hong, Yongwei Qin, Yunfei Hu, Suyun Pu, Gen Quan Liang, Yubing Huang
Abstract
A practical protocol has been established to access diverse oxazol-2-amine derivatives in one step via the electrochemical desulfurative cyclization of isothiocyanates and α-amino ketones. On the basis of the cycle of in situ generation of iodine/desulfurative cyclization/iodide anion regeneration, the reaction is performed under metal-free and external-oxidant-free electrolytic conditions to achieve the formation of intermolecular C-O and C-N bonds, providing oxazol-2-amines in moderate to excellent yields.
Topics & Concepts
ChemistryAmine gas treatingElectrochemistryIntermolecular forceIodineIodideElectrolyteMedicinal chemistryCombinatorial chemistryMoleculeOrganic chemistryElectrodePhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsOxidative Organic Chemistry Reactions