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Palladium(II)‐Catalyzed Direct Arylations of Quinoxalin‐2(1<i>H</i>)‐ones with Arylsulfonyl Chlorides

Sagar D. Nale, Hari Datta Khanal, Yong Rok Lee

2022European Journal of Organic Chemistry11 citationsDOI

Abstract

Abstract A palladium‐catalyzed desulfitative coupling of quinoxalin‐2(1 H )‐ones with arylsulfonyl chlorides is described. C3‐Arylquinoxalin‐2(1 H )‐ones are readily accessible by reacting various arylsulfonyl chloride derivatives with quinoxalin‐2(1H)‐ones. The arylsulfonyl chloride undergoes palladium‐catalyzed C−S and S−Cl bond cleavage, which leads to direct desulfitative cross‐coupling with the quinoxalin‐2( H )‐one. Chloro‐ and fluoro‐aryl sulfonyl chlorides are successfully coupled with quinoxalin‐2(1 H )‐ones without carbon–halogen bond cleavage.

Topics & Concepts

ChemistryPalladiumCatalysisArylCleavage (geology)Medicinal chemistryHalogenChlorideBond cleavageSulfonylHalideCoupling reactionOrganic chemistryAlkylFracture (geology)Geotechnical engineeringEngineeringSynthesis and Biological EvaluationCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques
Palladium(II)‐Catalyzed Direct Arylations of Quinoxalin‐2(1<i>H</i>)‐ones with Arylsulfonyl Chlorides | Litcius