Issue 21, 2023

Nickel-catalyzed reductive coupling of nitroarenes and phosphine oxides to access phosphinic amides

Abstract

We report a nickel-catalyzed reductive cross-coupling between readily available nitroarenes and phosphine oxides to access phosphinic amides. This reaction used NiCl2/Xantphos as a catalyst, zinc as a reductant, and TMSCl as an additive, resulting in various phosphinic amides with moderate to good yields. A gram-scale synthesis of this reaction was successfully achieved, which provides a practical way to synthesize phosphinic amides. Furthermore, a mechanism was proposed according to control experiments.

Graphical abstract: Nickel-catalyzed reductive coupling of nitroarenes and phosphine oxides to access phosphinic amides

Supplementary files

Article information

Article type
Research Article
Submitted
24 Jul 2023
Accepted
20 Sep 2023
First published
25 Sep 2023

Org. Chem. Front., 2023,10, 5478-5483

Nickel-catalyzed reductive coupling of nitroarenes and phosphine oxides to access phosphinic amides

M. Liu, H. Hu, R. Sun, H. Li, A. Ding, X. Liu, Z. Fu, S. Guo and H. Cai, Org. Chem. Front., 2023, 10, 5478 DOI: 10.1039/D3QO01124K

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