Direct C−H Sulfuration: Synthesis of Disulfides, Dithiocarbamates, Xanthates, Thiocarbamates and Thiocarbonates

Qiao Sun, Yuan Xu, Liu Yang, Chun Ling Zheng, Guowei Wang, Hai Bo Wang, Zheng Fang, Chang Sheng Wang, Kai Guo

Research output: Contribution to journalReview articlepeer-review

6 Scopus citations

Abstract

In light of the important biological activities and widespread applications of organic disulfides, dithiocarbamates, xanthates, thiocarbamates and thiocarbonates, the continual persuit of efficient methods for their synthesis remains crucial. Traditionally, the preparation of such compounds heavily relied on intricate multi-step syntheses and the use of highly prefunctionalized starting materials. Over the past two decades, the direct sulfuration of C−H bonds has evolved into a straightforward, atom- and step-economical method for the preparation of organosulfur compounds. This review aims to provide an up-to-date discussion on direct C−H disulfuration, dithiocarbamation, xanthylation, thiocarbamation and thiocarbonation, with a special focus on describing scopes and mechanistic aspects. Moreover, the synthetic limitations and applications of some of these methodologies, along with the key unsolved challenges to be addressed in the future are also discussed. The majority of examples covered in this review are accomplished via metal-free, photochemical or electrochemical approaches, which are in alignment with the overraching objectives of green and sustainable chemistry. This comprehensive review aims to consolidate recent advancements, providing valuable insights into the dynamic landscape of efficient and sustainable synthetic strategies for these crucial classes of organosulfur compounds.

Original languageEnglish
Article numbere202400124
JournalChemistry - An Asian Journal
Volume19
Issue number9
DOIs
StatePublished - 2 May 2024

Keywords

  • C−H activation
  • catalysis
  • late-stage functionalization
  • sulfuration
  • synthetic methods

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