Thiophenols as Protic Nucleophilic Triggers in Aryne Three-Component Coupling
Subrata Bhattacharjee, Avishek Guin, Rahul N. Gaykar, Akkattu T. Biju
Abstract
The synthetic potential of thiophenols as a protic nucleophilic trigger in the transition-metal-free and Grignard-reagent-free three-component coupling involving arynes is demonstrated. Employing aldehydes as the third component, the reaction allowed the mild and broad scope synthesis of 2-arylthio benzyl alcohol derivatives in good yields. Moreover, selenophenol could be used as the nucleophilic trigger, and activated ketones could be used as the third component in this reaction.
Topics & Concepts
AryneChemistryNucleophileReagentCombinatorial chemistryNucleophilic additionComponent (thermodynamics)AlcoholCoupling reactionGrignard reagentOrganic chemistryCatalysisPhysicsThermodynamicsCyclization and Aryne ChemistryCatalytic Alkyne ReactionsChemical Reactions and Mechanisms