Synthesis
DOI: 10.1055/a-2513-0725
short review
C–S Bond Forming and Cleaving Reactions

Recent Advances in Deoxygenative Thioether Synthesis Using Oxygenated Sulfur Surrogates

Long Yin Lam
,
Cong Ma
We gratefully acknowledge the financial support from the Research Grants Council of the Hong Kong Special Administrative Region, China (15100022) and Hong Kong Polytechnic University (State Key Laboratory of Chemical Biology and Drug Discovery).


Abstract

Thioethers (sulfides) play a crucial role in therapeutics, diagnostics, and functional materials. Traditionally, their synthesis involved the use of thiols or their derivatives, which are associated with unpleasant odors and potential health risks. Recently, significant research has focused on employing oxygenated sulfur compounds, such as sulfinates, sulfonyl derivatives, sulfur oxyacids, and sulfoxides, as thiol surrogates for thioether synthesis. This review highlights recent advancements in deoxygenative thioether synthesis, categorizing them by reaction types, including cross-coupling reactions, C–H functionalization, and hydro/halo/oxy-thiolation of unsaturated hydrocarbons. We also discuss representative mechanisms to provide a comprehensive understanding of these innovative approaches.

1 Introduction

2 Cross-Coupling Reactions

3 C–H Functionalization

4 Hydro/Halo/Oxy-thiolation of Unsaturated Hydrocarbons

5 Conclusion



Publikationsverlauf

Eingereicht: 03. Dezember 2024

Angenommen nach Revision: 09. Januar 2025

Accepted Manuscript online:
09. Januar 2025

Artikel online veröffentlicht:
05. März 2025

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