Electrophilic fluorosulfoxonium cations as hidden Brønsted acid catalysts in (<i>n</i> + 2) annulations of strained cycloalkanes
Augustin Manel, Jordan Berreur, Frédéric R. Leroux, Armen Panossian
Abstract
A fluorosulfoxonium cation and triflic acid were shown to promote ( n + 2) annulations of donor–acceptor cyclopropanes or -butanes with 1,2-dipoles, with different activity and selectivity but a presumed similar role as (hidden) Brønsted acids.
Topics & Concepts
ChemistryTriflic acidElectrophileBrønsted–Lowry acid–base theoryCatalysisSelectivityAcceptorMedicinal chemistryOrganic chemistryPhysicsCondensed matter physicsCyclopropane Reaction MechanismsAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization Methods