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The Electrophilic Thiocyanation/Cyclization Reaction of Allenic Acids: One-Step Preparation of Thiocyanated 2(5H)-furanones

  • Rui Tian
  • , Xinzhe Zhao
  • , Houhua Zhu
  • , Ruirui Hua
  • , Chukai Shao
  • , Hongquan Yin
  • , Fu Xue Chen*
  • *Corresponding author for this work
  • Beijing Institute of Technology
  • China Pharmaceutical University

Research output: Contribution to journalArticlepeer-review

Abstract

Using electrophilic thiocyanating reagents as the thiocyanogen source, a series of 4-thiocyanato-2(5H)-furanones was rapidly synthesized in one step via electrophilic thiocyanation cyclization under Lewis acid catalysis, with the highest yield reaching 94%. This reaction proceeds under mild conditions without oxidants or metal reagents and is compatible with various substituents. It not only provides a new method for the preparation of 2(5H)-furanones but also offers a novel route for the synthesis of sulfur-containing 2(5H)-furanone derivatives.

Original languageEnglish
Article numbere70466
JournalAsian Journal of Organic Chemistry
Volume15
Issue number6
DOIs
Publication statusPublished - Jun 2026

Keywords

  • 2(5H)-furanone
  • cyclization
  • electrophilic
  • thiocyanates

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