Journal of Saudi Chemical Society (Jul 2023)

Electrochemical oxidation of allylic CH bond for α, β-unsaturated ketones without peroxide

  • Zhong-Lin Zang,
  • Qi Wang,
  • Zhi-Chao Dong,
  • Sheng-Yao Huang,
  • Hao-Zeng Wu,
  • Cheng-He Zhou,
  • Gui-Xin Cai

Journal volume & issue
Vol. 27, no. 4
p. 101673

Abstract

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α,β-Unsaturated ketone is one of the important building blocks of the plenty of alkaloids, spices and pharmaceutical agents. Herein, we describe a peroxide-free electrochemical strategy to realize site-selective allylic C − H oxidation for the synthesis of α,β-unsaturated ketones. This electrochemically driven oxidation exhibits a broad substrate scope. Mechanistic investigations of this reaction uncovered HOAc and H2O as the oxygen source to achieve peroxide-free electrochemical allylic C − H oxidation.

Keywords