Frontiers in Chemistry (Oct 2021)

Pd-Catalyzed Rearrangement Reaction of N-Tosylhydrazones Bearing Allyl Ethers Into Trans-Olefin-Substituted Sulfonylhydrazones

  • Yaoyao Chang,
  • Jianfang Fu,
  • Yingxue Li,
  • Rongcai Ding,
  • Yue Liu,
  • Jinxing Hu

DOI
https://doi.org/10.3389/fchem.2021.782641
Journal volume & issue
Vol. 9

Abstract

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A novel and efficient rearrangement of N-tosylhydrazones bearing allyl ethers into trans-olefin-substituted sulfonylhydrazones is proposed. The reaction involves breakage of the C-O bond and formation of the C-N bond. The reaction can be extended to a wide range of substrates, and the target products can be synthesized smoothly, regardless of the presence of electron-donating and electron-withdrawing groups. The proposed strategy is a new direction in the field of rearrangement reactions.

Keywords