Litcius/Paper detail

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Qian Dou, Geng Li, Bin Cheng, Chao‐Jun Li, Huiying Zeng

2021Chemical Communications25 citationsDOI

Abstract

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C-O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protocol features good functional group compatibility and mild reaction conditions, providing various aryl phosphates in good to high yields. Furthermore, this strategy allows the late-stage phosphonation of complex and biologically active compounds.

Topics & Concepts

PhotosensitizerArylChemistryPhotochemistryTandemTransition metalBond cleavageCleavage (geology)MetalElectron transferPhotoinduced electron transferCatalysisOrganic chemistryMaterials scienceAlkylComposite materialFracture (geology)Sulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods