Dioxygenation of unprotected mesoionic N-heterocyclic olefins
Qiuming Liang, Kasumi Hayashi, Longfei Li, Datong Song
Abstract
We report the dioxygenation of mesoionic N-heterocyclic olefins (mNHOs) using molecular dioxygen. For 1,2,3-triazole-derived mNHOs possessing a vinyl proton and at least one acidic C-H group, they are oxidized into the corresponding triazolium benzoate salts, whereas those without vinyl proton or an acidic C-H group are oxidized into triazolium oxide and ketones/aldehydes.
Topics & Concepts
MesoionicChemistryProtonOxideOrganic chemistryGroup (periodic table)TriazoleMedicinal chemistryPhysicsQuantum mechanicsOxidative Organic Chemistry ReactionsN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic C–H Functionalization Methods