Aryne Three-Component Coupling Involving CS<sub>2</sub> for the Synthesis of <i>S</i>-Aryl Dithiocarbamates
Subrata Bhattacharjee, Shiksha Deswal, Niket Manoj, Garima Jindal, Akkattu T. Biju
Abstract
A facile synthesis of biologically important S-aryl dithiocarbamates has been demonstrated by the aryne three-component coupling involving CS2 and aliphatic amines. This transition-metal-free and mild reaction is scalable and operates with good functional group compatibility. Preliminary mechanistic experiments, including density functional theory studies, are also provided. Moreover, with 3-triflyloxybenzynes, a unique four-component coupling incorporating tetrahydrofuran was observed.
Topics & Concepts
AryneChemistryArylComponent (thermodynamics)TetrahydrofuranCombinatorial chemistryDensity functional theoryFunctional groupComputational chemistryMoleculeCoupling reactionMedicinal chemistryOrganic chemistryCatalysisThermodynamicsPolymerAlkylSolventPhysicsCyclization and Aryne ChemistryCatalytic Alkyne ReactionsChemical synthesis and alkaloids