Organic photoredox catalytic α-C(sp<sup>3</sup>)–H phosphorylation of saturated<i>aza</i>-heterocycles
Mingjun Yi, Tengfei Xiao, Wenhui Li, Yifan Zhang, Pen-Ji Yan, Baoxin Zhang, Peng‐Fei Xu, Guo‐Qiang Xu
Abstract
the merger of organic photoredox and Brønsted acid catalyses was established under mild conditions. This protocol provided straightforward and economic access to a variety of valuable α-phosphoryl cyclic amines by using commercially available diarylphosphine oxide reagents. In addition, the D-A fluorescent molecule DCQ was used for the first time as a photocatalyst and exhibited an excellent photoredox catalytic efficiency in this transformation. A series of mechanistic experiments and DFT calculations demonstrated that this transformation underwent a sequential visible light photoredox catalytic oxidation/nucleophilic addition process.
Topics & Concepts
ReagentPhotoredox catalysisCatalysisChemistryNucleophileCombinatorial chemistryPhotocatalysisPhotochemistryVisible spectrumFluorescenceOrganic chemistryMaterials scienceOptoelectronicsQuantum mechanicsPhysicsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions