Publication | Closed Access
Safe, Scalable, Inexpensive, and Mild Nickel‐Catalyzed Migita‐Like C−S Cross‐Couplings in Recyclable Water
13
Citations
45
References
2020
Year
Materials ScienceChemical EngineeringCross-coupling ReactionEngineeringMicellar CatalysisC−s CouplingsDiversity-oriented SynthesisNatural SciencesRecyclable WaterOrganic ChemistryOrganometallic CatalysisCatalysisNickel CatalysisChemistryWater SplittingMolecular CatalysisCatalytic Synthesis
Abstract A new approach to C−S couplings is reported that relies on nickel catalysis under mild conditions, enabled by micellar catalysis in recyclable water as the reaction medium. The protocol tolerates a wide range of heteroaromatic halides and thiols, including alkyl and heteroaryl thiols, leading to a variety of thioethers in good isolated yields. The method is scalable, results in low residual metal in the products, and is applicable to syntheses of targets in the pharmaceutical area. The procedure also features an associated low E Factor, suggesting a far more attractive entry than is otherwise currently available, especially those based on unsustainable loadings of Pd catalysts.
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