Dioxygen-Triggered Oxosulfonylation/Sulfonylation of Terminal Olefins toward β-Keto Sulfones/Sulfones
Yan-Jie Wang, Yuhan Zhao, Changqun Cai, Lingyun Wang, Hang Gong
Abstract
A dioxygen-triggered oxosulfonylation/sulfonylation of unactivated olefins to achieve β-keto sulfones/sulfones has been developed. Interestingly, pluralistic mechanisms were found when different types of compounds were applied as substrates, and different products were achieved. The reaction is carried out with a high atomic efficiency in the absence of a metal and a catalyst at room temperature under an air atmosphere. Importantly, as a proof-of-concept, a bioactive molecule was synthesized on a gram-scale level using this method.
Topics & Concepts
ChemistryCatalysisSulfoneCombinatorial chemistryTerminal (telecommunication)Atmosphere (unit)MoleculeOrganic chemistryTelecommunicationsComputer scienceThermodynamicsPhysicsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions