Issue 9, 2024

Photocatalyst-free visible-light-promoted C(sp2)–P coupling: efficient synthesis of aryl phosphonates

Abstract

A novel and efficient method for the synthesis of aryl phosphonates from aryl halides and trialkylphosphites via 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.

Graphical abstract: Photocatalyst-free visible-light-promoted C(sp2)–P coupling: efficient synthesis of aryl phosphonates

Supplementary files

Article information

Article type
Communication
Submitted
06 Dec 2023
Accepted
06 Feb 2024
First published
08 Feb 2024

Org. Biomol. Chem., 2024,22, 1794-1799

Photocatalyst-free visible-light-promoted C(sp2)–P coupling: efficient synthesis of aryl phosphonates

S. Xiang, M. Li, Z. Xia, C. Fang, W. Yang, W. Deng and Z. Tan, Org. Biomol. Chem., 2024, 22, 1794 DOI: 10.1039/D3OB01987J

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