3-Arylsulfonylquinolines from <i>N</i>-Propargylamines via Cascaded Oxidative Sulfonylation Using DABSO
Ashis Mathuri, Milan Pramanik, Prasenjit Mal
Abstract
We report a cascaded oxidative sulfonylation of N-propargylamine via a three-component coupling reaction using DABCO·(SO2)2 (DABSO). 3-Arylsulfonylquinolines were obtained by mixing diazonium tetrafluoroborate, N-propargylamine, and DABSO under argon atmosphere in dichloroethane (DCE) for 1 h. In a radical pathway, DABSO was utilized as the sulfone source and an oxidant in this radical-mediated cascaded reaction.
Topics & Concepts
ChemistryDABCOOxidative coupling of methaneSulfoneOxidative phosphorylationTetrafluoroborateDichloroethanePhotochemistryMedicinal chemistryOrganic chemistryPolymer chemistryOctaneCatalysisIonic liquidBiochemistrySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions