Copper‐Catalyzed Cross‐Dehydrogenative Phosphorylation of 2‐Amino‐1,4‐naphthoquinones with <i>H</i>‐Phosphonates
Fang Yang, Qiuju Zhou, Heyan Wang, Lin Tang
Abstract
Abstract As a simple and efficient system, Cu(OAc) 2 ⋅ H 2 O and K 2 S 2 O 8 can activate H ‐phosphonates to produce the corresponding dialkyl phosphoryl radicals. The obtained dialkyl phosphoryl radicals react smoothly with 2‐amino‐1,4‐naphthoquinones, affording accurate preparation of various phosphoryl‐functionalized 2‐amino‐1,4‐naphthoquinones. The developed copper‐catalyzed cross‐dehydrogenative phosphorylation features broad substrate scope, easily available reagents, high atom economy and operational simplicity, which enables a practical avenue for C−P bond formation.
Topics & Concepts
ChemistryReagentRadicalCatalysisSubstrate (aquarium)Combinatorial chemistryPhosphorylationScope (computer science)Oxidative phosphorylationCopperAtom economyStereochemistryOrganic chemistryMedicinal chemistryBiochemistryGeologyComputer scienceProgramming languageOceanographyCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesSynthesis and Catalytic Reactions