Ketone Synthesis via Irradiation-Induced Generation of a Persistent Ketyl Radical from Acyl Azolium Salts
Shihao Li, Chenglong Zheng, Sheng Wang, Xiaoxuan Li, Qi Zhang, Shilu Fan, Yi‐Si Feng
Abstract
A novel three-component α-acylated difunctionalization of alkenes strategy has been developed on the basis of a direct hydrogen atom transfer (HAT) process of photoinduced acyl azolium salts. With simple irradiation without the catalyst, a variety of olefins can be directly converted into ketone derivatives, including 1,4-dione, β-silyl ketone, 1,5-dione, etc. Mechanistic investigations indicated that the unique reactivity of the acyl azonium triplet excited state is crucial to the strategy's success.
Topics & Concepts
ChemistryKetylKetoneReactivity (psychology)CatalysisHydrogen atomExcited statePhotochemistryCombinatorial chemistryOrganic chemistryGroup (periodic table)BenzophenoneAlternative medicinePathologyMedicinePhysicsNuclear physicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsFluorine in Organic Chemistry