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无光催化剂可见光促进的C(sp)-P偶联:芳基膦酸酯的高效合成

Photocatalyst-free visible-light-promoted C(sp)-P coupling: efficient synthesis of aryl phosphonates.

作者信息

Xiang Shiqi, Li Min, Xia Zhen, Fang Chen, Yang Wen, Deng Wei, Tan Ze

机构信息

State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.

出版信息

Org Biomol Chem. 2024 Feb 28;22(9):1794-1799. doi: 10.1039/d3ob01987j.

Abstract

A novel and efficient method for the synthesis of aryl phosphonates from aryl halides and trialkylphosphites EDA complex-based photochemistry has been developed. It is demonstrated that aryl radicals, generated from the photoexcitation of the EDA complex formed by aryl halide and potassium thioacetate, could be intercepted with trialkylphosphite to produce the corresponding aryl phosphonates in moderate to good yields. It should be noted that the reaction is performed at room temperature in the absence of any transition metal catalyst, oxidant and photocatalyst, exhibiting high efficiency, high selectivity, and operational simplicity.

摘要

已开发出一种基于电子给体-受体(EDA)配合物光化学,由芳基卤化物和亚磷酸三烷基酯合成芳基膦酸酯的新颖且高效的方法。结果表明,由芳基卤化物与硫代乙酸钾形成的EDA配合物光激发产生的芳基自由基,可被亚磷酸三烷基酯捕获,以中等至良好的产率生成相应的芳基膦酸酯。需要注意的是,该反应在室温下进行,无需任何过渡金属催化剂、氧化剂和光催化剂,具有高效、高选择性和操作简便的特点。

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