Electrosynthesis of Thiocyanated/Iodinated/Brominated Pyrazol‐5‐amines and Thiocyanated Enamines via C(<i>sp</i><sup>2</sup>)−H Functionalization
Peng Qian, Siqi Jiang, Wenbao Zhang, Hui Zhang, Yuhan Ma, Na Li, Liang-Quan Sheng
Abstract
Abstract An electrochemical method for the C( sp 2 )−H thiocyanation of pyrazol‐5‐amines and enamines were developed in an undivided cell. A variety of thiocyanated pyrazol‐5‐amine and enamine derivatives were accessed in 36–91% yields, employing thiocyanate salts as electrolyte and thiocyanating reagent. Moreover, this electrochemical protocol can be extended to the synthesis of various iodinated and brominated pyrazol‐5‐amine derivatives in 51–95% yields. This electrochemical protocol does not require a metal or external chemical oxidants and tolerates unprotected amino groups.
Topics & Concepts
ChemistryElectrosynthesisAmine gas treatingElectrochemistryReagentEnamineThiocyanateSurface modificationOrganic chemistryElectrophileCombinatorial chemistryCatalysisElectrodePhysical chemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions