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Metal‐Free Multi‐Component Sulfur Dioxide Insertion Reaction Leading to Quinoxalin‐2‐One‐Containing Vinyl Sulfones under Visible‐Light Photoredox Catalysis

Yufen Lv, Jinyun Luo, Muze Lin, Lin He, Huilan Yue, Ruisheng Liu, Wei Wei

2021Advanced Synthesis & Catalysis36 citationsDOI

Abstract

Abstract A metal‐free multi‐component sulfur dioxide insertion reaction of alkynes, sodium metabisulfite, aryldiazonium, and quinoxalin‐2‐ones has been developed under visible‐light photoredox‐catalysis. This photocatalytic tandem reaction would be conducted at room temperature by using of Rhodamine 6G as organic photocatalyst and sodium metabisulfite as the SO 2 surrogate. This protocol provides a synthetic strategy for the construction of various quinoxalin‐2‐one‐containing vinyl sulfones with favourable functional group tolerance, in which one C−C bond and two C−S bonds were constructed in one pot procedure. magnified image

Topics & Concepts

ChemistryPhotoredox catalysisSodium metabisulfitePhotocatalysisCatalysisSulfur dioxidePhotochemistryVisible spectrumOrganic chemistryPhysicsOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods