Citation: Xiyao Chen, Xiaoyan Yuan, Yulin Zhou, Fuhong Xiao, Xiangyuan Yao, Zhigang Shen, Hongyun Yang, Guojun Deng, Wen Shao. Three-component approach to unsymmetrical disulfides via pyrosulfite-driven 1,3-metallate migration and in-situ generation of divalent sulfur electrophiles[J]. Chinese Chemical Letters, ;2026, 37(11): 112331. doi: 10.1016/j.cclet.2025.112331 shu

Three-component approach to unsymmetrical disulfides via pyrosulfite-driven 1,3-metallate migration and in-situ generation of divalent sulfur electrophiles

Xiyao Chen ^a ,
Xiaoyan Yuan ^a ,
Yulin Zhou ^a ,
Fuhong Xiao ^a ,
Xiangyuan Yao ^a ,
Zhigang Shen ^b ,
Hongyun Yang ^b ,
Guojun Deng ^{a, c, *,} ,
Wen Shao ^{a, *,}

a.
Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly, Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China
b.
College of Chemical Engineering, Xiangtan University, Xiangtan 411105, China
c.
Department School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China

gjdeng@xtu.edu.cn

shaowen@xtu.edu.cn

Received Date: 19 September 2025
Revised Date: 11 December 2025
Accepted Date: 25 December 2025
Available Online: 26 December 2025

Figures(4)

Unsymmetrical disulfides are ubiquitous in the field of chemical biology, pharmaceutical science, food chemistry and polymer science. Given the significance of disulfides and the urgent demand for their expeditious synthetic methods, we herein develop a [1 + 1 + 2] three-component strategy to access various disulfide molecules, enabled by commercially available boronic acids, K₂S₂O₅ and thiols. In this study, C-S and S-S bonds are simultaneously formed during the one-pot reaction, in which pyrosulfite acts as both a promoter for the unprecedented 1,3-metallate migration process and a dual-deoxygenation activator for the in-situ generation of the novel divalent sulfur electrophiles. Notably, this method obviates the use of pre-functionalized disulfurating reagents and hazardous SO₂ gas, featuring transition-metal-free conditions, a broad substrate scope, and the late-stage disulfide modification of bioactive molecules including captopril and estrone. It therefore offers a concise alternative to the modular assembly of versatile disulfides from more abundant and commercially available feedstocks.
- Disulfide,
- Multi-component reaction,
- Migration,
- Boronic acid,
- Deoxygenation
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沈阳化工大学材料科学与工程学院沈阳 110142