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Ni(cod)(duroquinone)-Catalyzed C–N Cross-Coupling for the Synthesis of <i>N</i>,<i>N</i>-Diarylsulfonamides

Tian You, Junqi Li

2022Organic Letters20 citationsDOI

Abstract

We report a C–N cross-coupling reaction of weakly nucleophilic N-arylsulfonamides and aryl bromides to access N,N-diarylsulfonamides using Ni(cod)(DQ) as a catalyst without additional ligands. The process is compatible with electron-deficient and electron-rich aryl and heteroaryl bromides (34 examples, 21–98%) and can be applied to the derivatization of an N-arylsulfonamide pharmaceutical compound.

Topics & Concepts

ChemistryNucleophileArylCatalysisDerivatizationCoupling (piping)Medicinal chemistryCombinatorial chemistryCoupling reactionStereochemistryOrganic chemistryMechanical engineeringAlkylHigh-performance liquid chromatographyEngineeringSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling Reactions
Ni(cod)(duroquinone)-Catalyzed C–N Cross-Coupling for the Synthesis of <i>N</i>,<i>N</i>-Diarylsulfonamides | Litcius