Visible-Light-Induced Nickel-Catalyzed P(O)-C(sp²) Coupling Using Thioxanthen-9-one as a Photoredox Catalysis

Da-Liang Zhu, Shan Jiang, Qi Wu, Hao Wang, Lu-Lu Chai, Hai-Yan Li and Hong-Xi Li*

*College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China, Email: lihxsuda.edu.cn

D.-L. Zhu, S. Jiang, Q. Wu, H. Wang, L.-L. Chai, H.-Y. Li, H.-X. Li, Org. Lett., 2021, 23, 160-165.

DOI: 10.1021/acs.orglett.0c03892

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Abstract

The combination of thioxanthen-9-one and a nickel catalyst mediates an efficient photocatalytic P(O)-C(sp²) coupling of (hetero)aryl halides with H-phosphine oxides or H-phosphites under the irradiation of visible light to provide arylphosphine oxides and arylphosphonates in good yields. This transformation tolerates a wide range of functional groups and proceeds efficiently on a gram scale.

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proposed mechanism

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Key Words

phosphine oxides, photochemistry

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ID: J54-Y2021