Cesium Carbonate-Catalyzed Synthesis of Phosphorothioates via S‑Phosphination of Thioketones

Ze-Wei Chen, Annamalai Pratheepkumar, Rekha Bai, Yongyi Hu, Satpal Singh Badsara, Kuo-Wei Huang, Chin-Fa Lee

Research output: Contribution to journalArticlepeer-review

Abstract

A highly efficient and environmentally-friendly base-mediated transition metal-free direct thiophlic catalytic approach has been reported for the synthesis of S-benzhydryl-phosphorothioates by reacting phosphite nucleophiles with diarylmethanethione. A wide variety of thioketones were coupled with different phosphite derivatives to provide the corresponding phosphorothioates in good to excellent yields. The control experiments, and density functional theory (DFT) calculations relies on the regio-selective thiophilic addition of phosphite nucleophile via umpolung protocols.
Original languageEnglish (US)
JournalChemical Communications
DOIs
StatePublished - Sep 2 2022

ASJC Scopus subject areas

  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Ceramics and Composites
  • Chemistry(all)
  • Catalysis
  • Electronic, Optical and Magnetic Materials

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