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Synthesis of 2‐Aryl‐2‐hydroxyethyl Dithiocarbamates via Regioselective Addition of Tetraalkylthiuram Disulfides to Styrenes under Transition‐Metal‐Free Conditions
18
Citations
94
References
2020
Year
Broad Substrate ScopeChemical EngineeringFunctional ReagentsEngineeringAlkene MetathesisNatural SciencesRegioselective AdditionDiversity-oriented SynthesisC−o Bonds FormationOrganic ChemistryOrganometallic CatalysisCatalysisChemistryTransition‐metal‐free ConditionsTetraalkylthiuram DisulfidesSynthetic ChemistryBiomolecular Engineering
Abstract This paper describes a method for the synthesis of 2‐aryl‐2‐hydroxyethyl dithiocarbamates via difunctionalization of alkenes involving C−S and C−O bonds formation with tetraalkylthiuram disulfides as the functional reagents. The reaction proceeded well under transition‐metal‐free conditions and afforded up to 88% yield of the desired products. Numerous useful functional groups were tolerated under the reaction conditions. This methodology provides a direct approach to β‐hydroxy dithiocarbamates, featuring readily available starting materials and broad substrate scope, which shows its practical synthetic value in organic synthesis. magnified image
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