Iron-catalyzed Transformation of Thioketals to Vinyl Sulfides

Abstract A novel iron-catalyzed reaction has been developed for the preparation of various vinyl sulfides. This new method enables a range of thioketals to easily access terminal alkenes featuring different alkylthio groups. 28 sulfanes have been efficiently achieved with moderate to good yields. A preparative-scale reaction also proceeds well, demonstrating its further potential in organic synthesis. We further tried to understand its mechanism by DFT calculations. This methodology is significant in sulfur chemistry, giving a new pathway to transform thioketals to vinyl sulfides.

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Publication Details

Journal
Synlett
Published
2025-11-26
DOI
https://doi.org/10.1055/a-2741-3596
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
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article

Iron-catalyzed Transformation of Thioketals to Vinyl Sulfides

Zhenbo Gao, Tianhang Song, Bo Wang, Qing Ma
Synlett
Sulfur-Based Synthesis Techniques
article

Iron-catalyzed Transformation of Thioketals to Vinyl Sulfides

Zhenbo Gao, Tianhang Song, Bo Wang, Qing Ma
article en

Abstract

Abstract A novel iron-catalyzed reaction has been developed for the preparation of various vinyl sulfides. This new method enables a range of thioketals to easily access terminal alkenes featuring different alkylthio groups. 28 sulfanes have been efficiently achieved with moderate to good yields. A preparative-scale reaction also proceeds well, demonstrating its further potential in organic synthesis. We further tried to understand its mechanism by DFT calculations. This methodology is significant in sulfur chemistry, giving a new pathway to transform thioketals to vinyl sulfides.

SynlettVol. 37(04)
Nanjing Agricultural University (CN), Shijiazhuang Yiling Pharmaceutical (China) (CN)
Openalex Percentile: Top 72%
Sulfur-Based Synthesis Techniques
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Iron-catalyzed Transformation of Thioketals to Vinyl Sulfides — Zhenbo Gao, Tianhang Song, et al. · Synlett (2025) | TGRS Research Map | TGRS