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Visible-Light-Induced Nickel-Catalyzed P(O)–C(sp<sup>2</sup>) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

Da‐Liang Zhu, Shan Jiang, Qi Wu, Hao Wang, Lu-Lu Chai, Haiyan Li, Hong‐Xi Li, Hong-Xi Li, Hong-Xi Li

2020Organic Letters51 citationsDOI

Abstract

) coupling of (hetero)aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light or sunlight. The thioxanthen-9-one/nickel dual catalysis mediates this phosphonylation to give arylphosphine oxides and arylphosphonates in moderate to excellent yields. This transformation is widely tolerant to a range of functional groups and proceeds efficiently on a gram scale.

Topics & Concepts

CatalysisChemistryPhosphineHalideArylNickelPhotocatalysisVisible spectrumPhotochemistryCoupling (piping)IrradiationCombinatorial chemistryOrganic chemistryOptoelectronicsAlkylMaterials sciencePhysicsNuclear physicsMetallurgySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods
Visible-Light-Induced Nickel-Catalyzed P(O)–C(sp<sup>2</sup>) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis | Litcius