Bench‐Stable Electrophilic Reagents for the Direct Di‐ and Trifluoroethylthiolation of Indoles
Paula Casasús, Jordi Mestre, Miguel Bernús, Sergio Castillón, Omar Boutureira
Abstract
Abstract Two saccharine‐based electrophilic reagents were developed for the direct introduction of SCH 2 CF 3 and SCH 2 CF 2 H motifs via a C−S bond forming reaction. Their large‐scale preparation and reactivity performance has been carefully examined, enabling access to a series of indoles through open‐flask reactions. Sulfone and sulfoxide analogs (S(O) n CH 2 R F , n=1,2) are also accessible by sequential oxidation reactions.
Topics & Concepts
ChemistryElectrophileReagentSulfoneReactivity (psychology)SulfoxideCombinatorial chemistryElectrophilic additionOrganic chemistryMedicinal chemistryCatalysisMedicinePathologyAlternative medicineFluorine in Organic ChemistrySulfur-Based Synthesis TechniquesRadical Photochemical Reactions