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Copper-catalyzed C–P cross-coupling of arylmethyl quaternary ammonium salts via C–N bond cleavage

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Abstract

A ligand-free copper-catalyzed C–P cross-coupling reaction of arylmethyl quaternary ammonium salts and diarylphosphine oxides in air is developed. Arylmethyl quaternary ammonium salts with various functional groups and a variety of dialkyl- and diarylphosphine oxides afford C–P cross-coupling products with good yields. This protocol requires no inert atmosphere, no ligand, and simple operation steps.

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Acknowledgements

This work was supported by the State Key Laboratory of Geohazard Prevention and Geoenvironment Protection (No. SKLGP2018Z002).

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Correspondence to Qingle Zeng.

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Li, N., Chen, F., Wang, G. et al. Copper-catalyzed C–P cross-coupling of arylmethyl quaternary ammonium salts via C–N bond cleavage. Monatsh Chem 151, 99–106 (2020) doi:10.1007/s00706-019-02535-y

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Keywords

  • Copper
  • Cross-coupling
  • C–N cleavage
  • Arylmethyl quaternary ammonium salts
  • Dialkylphosphine oxides