<i>Cine</i>-Substitutions at Five-Membered Hetarenes Enabled by Sulfonium Salts
Florian Berger, Eva Maria Alvarez, Nils Frank, Kostiantyn Bohdan, Mykhailo Kondratiuk, Luca Torkowski, Pascal S. Engl, Joana Barletta, Tobias Ritter
Abstract
We report a nucleophilic substitution reaction of five-membered hetarylsulfonium salts that results in a change of the substitution pattern on the arene. The products of these cine-substitutions are hard to access synthetically otherwise. The sulfonium salts that serve as starting materials are generated by a highly site-selective C–H functionalization reaction.
Topics & Concepts
SulfoniumChemistrySubstitution (logic)Nucleophilic substitutionNucleophileSurface modificationSubstitution reactionCombinatorial chemistrySalt (chemistry)StereochemistryMedicinal chemistryOrganic chemistryCatalysisPhysical chemistryProgramming languageComputer scienceCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions