Temperature-Controlled Chalcogenation and Chalcogenocyanation of Imidazopyridines in Water under Transition Metal-Free Conditions
Yu-Shen Zhu, Yuting Xue, Wannian Liu, Xinju Zhu, Xin‐Qi Hao, Mao‐Ping Song
Abstract
A sustainable and transition metal-free approach for C3 chalcogenation and chalcogenocyanation of imidazopyridines with KXCN (X = S or Se) has been developed under mild conditions. Importantly, this reaction was performed in the presence of catalytic iodine in aqueous medium, which afforded either chalcogenated or chalcogenocyanated imidazopyridines under temperature control. The current protocol featured a broad substrate scope, transition metal-free and organic solvent-free conditions, operational convenience, and gram-scale production.
Topics & Concepts
CatalysisTransition metalSubstrate (aquarium)Scope (computer science)Free waterAqueous solutionAqueous mediumChemistryMaterials scienceOrganic chemistryEnvironmental scienceEnvironmental engineeringComputer scienceGeologyOceanographyProgramming languageSulfur-Based Synthesis TechniquesOrganoselenium and organotellurium chemistryChemical Synthesis and Reactions