Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling
Sefa Uçar, Arif Daştan
Abstract
O-mediated oxidative coupling of di-heteroarylated quinoxalines for the first time. Synthesis of mono- and di-heteroarylation of quinoxaline was performed effectively using only LiTMP reagent under transition metal-free conditions and without the use of halogen-containing starting compounds. In addition, nonsymmetrical di-heteroarylated quinoxalines were synthesized through reheteroarylation of mono-heteroarylated quinoxalines in the same way. Oxidation of the saturated compounds formed after heteroarylation was easily accomplished with iodine. The UV-vis absorption and fluorescence features of some compounds were examined.
Topics & Concepts
QuinoxalineChemistryReagentHalogenCombinatorial chemistryOxidative phosphorylationTransition metalOxidative coupling of methaneFluorescenceCoupling (piping)PhotochemistryOrganic chemistryCatalysisBiochemistryEngineeringMechanical engineeringPhysicsQuantum mechanicsAlkylSynthesis and Biological EvaluationCatalytic C–H Functionalization MethodsSynthesis of Indole Derivatives