<i>O</i>-Perfluoropyridin-4-yl Oximes: Iminyl Radical Precursors for Photo- or Thermal-Induced N–O Cleavage in C(sp<sup>2</sup>)–C(sp<sup>3</sup>) Bond Formation
Peng‐Ju Xia, Yuan‐Zhuo Hu, Zhipeng Ye, Xujie Li, Hao‐Yue Xiang, Hua Yang
Abstract
O-Perfluoropyridin-4-yl group was first installed onto cycloketone oximes as a new electrophore, which was proven to be efficient iminyl radical precursors under photocatalytic and thermal conditions. A range of O-perfluoropyridin-4-yl oximes were successfully utilized in C(sp2)–C(sp3) bond formations of quinoxalin-2(1H)-ones and alkenes, providing facile accesses to a range of functionalized alkylnitriles.
Topics & Concepts
Bond cleavageCleavage (geology)ChemistryThermalMedicinal chemistryPhotochemistryStereochemistryPolymer chemistryPhysicsOrganic chemistryMaterials scienceCatalysisMeteorologyComposite materialFracture (geology)Radical Photochemical ReactionsFluorine in Organic ChemistryCatalytic C–H Functionalization Methods