Multicomponent Synthesis of Imidazo[1,2-<i>a</i>]pyridines: Aerobic Oxidative Formation of C–N and C–S Bonds by Flavin–Iodine-Coupled Organocatalysis
Hayaki Okai, Kazumasa Tanimoto, Ryoma Ohkado, Hiroki Iida
Abstract
Herein, we report an aerobic oxidative C–N bond-forming process that enables the facile synthesis of imidazo[1,2-a]pyridines and takes advantage of a coupled organocatalytic system that uses flavin and iodine. Furthermore, the dual catalytic system can be applied to the one-pot, three-step synthesis of 3-thioimidazo[1,2-a]pyridines from aminopyridines, ketones, and thiols.
Topics & Concepts
ChemistryFlavin groupOxidative phosphorylationIodineOrganocatalysisCatalysisAminopyridinesCombinatorial chemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisBiochemistryEnzymeCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesMulticomponent Synthesis of Heterocycles