Thiosulfonates as Emerging Reactants: Synthesis and Applications

P. Mampuys, C. R. McElroy, J. H. Clark, R. V.A. Orru, B. U.W. Maes*

*Corresponding author for this work

Research output: Contribution to JournalReview articleAcademicpeer-review

Abstract

The synthetic strategies towards thiosulfonates (RSO2SR1) are comprehensively reviewed from their original discovery to recent advances. Incorporation of the green credentials of the synthetic procedures towards thiosulfonates allows one to judge the merits of the state of the art, beyond the typical yield of a product and availability of the reactants. As reactant for organic transformations, thiosulfonates are particularly interesting given their possibility to react with nucleophiles, electrophiles and radicals. This review aims to give researchers, not familiar with the field, a good understanding of the general applications of thiosulfonates, while not skipping the recent important advances. The related, but less explored, selenosulfonates (RSO2SeR1) are also covered. (Figure presented.).

Original languageEnglish
Pages (from-to)3-64
Number of pages62
JournalAdvanced Synthesis and Catalysis
Volume362
Issue number1
Early online date14 Oct 2019
DOIs
Publication statusPublished - 7 Jan 2020

Funding

This research was financially supported by the University of Antwerp (BOF), the Research Foundation‐Flanders (FWO) (PhD fellowship to P.M., Research Project and WOG), and the Francqui and Hercules Foundation. We gratefully acknowledge Céderic Ver Elst and Dr. Ir. Laurens Claes for the design of the table of content graphic . Bert Maes obtained his Ph.D. in organic chemistry at UAntwerp and subsequently received a post‐doctoral fellowship of the National Science Foundation (FWO‐Flanders) in Belgium. He worked at the École Normale Supérieure in Paris (mechanisms in catalysis) with Prof. Anny Jutand (CNRS). Bert Maes was appointed assistant professor (docent) in the department of chemistry at UAntwerp in 2003 and currently holds a senior full professorship (Gewoon Hoogleraar) of organic chemistry at UAntwerp. In 2019 he was appointed as Collen‐Francqui Research Professor by the Francqui Foundation. In 2015–2016 he acted as chairman of the department of chemistry. His research interests cover the fields of heterocyclic chemistry, organometallic chemistry and homogeneous catalysis with a special focus on the development of sustainable synthetic methodology. The research in his group involves base metal catalysis, aerobic oxidation, strong bond activation, renewables, and green metrics analysis. Maes is the spokesman of CASCH, one of the nine Excellence Centers of UAntwerp. He is an editor of Topics in Heterocyclic Chemistry and an editorial board member of SynOpen .

Keywords

  • green chemistry
  • multicomponent reactions
  • sulfur
  • synthetic applications
  • thiosulfonates

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