Beilstein Journal of Organic Chemistry (Aug 2022)

Electrochemical vicinal oxyazidation of α-arylvinyl acetates

  • Yi-Lun Li,
  • Zhaojiang Shi,
  • Tao Shen,
  • Ke-Yin Ye

DOI
https://doi.org/10.3762/bjoc.18.103
Journal volume & issue
Vol. 18, no. 1
pp. 1026 – 1031

Abstract

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α-Azidoketones are valuable and versatile building blocks in the synthesis of various bioactive small molecules. Herein, we describe an environmentally friendly and efficient electrochemical vicinal oxyazidation protocol of α-arylvinyl acetates to afford diverse α-azidoketones in good yields without the use of a stoichiometric amount of chemical oxidant. A range of functionality is shown to be compatible with this transformation, and further applications are demonstrated.

Keywords