Dielectrophilic Approach to Sequential Heterofunctionalization of Ethylene from Vinylthianthrenium Salt
Giandomenico Magagnano, Valentin Poirier, Filippo Romoli, Dario Corbisiero, Francesco Calogero, Pier Giorgio Cozzi, Andrea Gualandi
Abstract
Abstract Vinyl thianthrenium salt is a compound with interesting electrophilic properties capable of reacting with two distinct nucleophiles. By using β‐keto esters as one of the reaction partners, it is possible to insert a chain of two carbon atoms with a further functionalization under mild conditions. We have studied this new methodology which involves the stepwise formation of a C−C and a C−X bond (with X=N, O, etc.) in one step without the use of metals. Depending on the reaction conditions and the starting ketoester, a varied reactivity has been observed and described.
Topics & Concepts
ChemistryElectrophileNucleophileSalt (chemistry)Reactivity (psychology)EthyleneSurface modificationCarbon fibersPolymer chemistryOrganic chemistryCombinatorial chemistryMedicinal chemistryCatalysisPhysical chemistryPathologyMaterials scienceComposite materialMedicineComposite numberAlternative medicineOrganic and Inorganic Chemical ReactionsAsymmetric Synthesis and CatalysisSulfur-Based Synthesis Techniques