ARTICLES

Electrochemical Enabled Phosphorylation of α-Diazoester to Access Phosphinic Hydrazone

  • Xue Sun ,
  • Tingtao Yan ,
  • Kelu Yan ,
  • Jianjing Yang ,
  • Jiangwei Wen
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  • Key Laboratory of Green Natural Products and Pharmaceutical Intermediates in Colleges and Universities of Shandong Province, School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, Shandong 273165
The authors contributed equally to this work.

Received date: 2023-09-21

  Revised date: 2023-11-13

  Online published: 2023-11-23

Supported by

National Natural Science Foundation of China(21902083); Natural Science Foundation of Shandong Province(ZR2020QB130); Talent Program Foundation of Qufu Normal University(6132); Talent Program Foundation of Qufu Normal University(6125)

Abstract

The phosphonic hydrazone represents a rare molecular fragment with promising applications in the fields of pharmaceuticals, functional materials, ligands, and synthetic intermediates. A novel electrochemical approach is presented for the generation of Ni2+ ions from sacrificial anode nickel, facilitating the phosphorylation of α-diazoester to construct phosphite hydrazone. The reaction was performed in an undivided cell in absence of precious metal catalyst and chemical redox reagent, exhibiting good substrate applicability. The mechanistic investigation has confirmed the predominant role of paired electrolysis in mediating the catalytic mechanism.

Cite this article

Xue Sun , Tingtao Yan , Kelu Yan , Jianjing Yang , Jiangwei Wen . Electrochemical Enabled Phosphorylation of α-Diazoester to Access Phosphinic Hydrazone[J]. Chinese Journal of Organic Chemistry, 2024 , 44(3) : 1013 -1020 . DOI: 10.6023/cjoc202309022

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