Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity

Abstract α−Sulfide disulfides represent valuable motifs in organic and pharmaceutical chemistry. However, the limited availability of synthetic approaches for α−sulfide disulfides has impeded progress in this field. In this study, a photocatalytic approach to synthesizing modifiable α−sulfide disulf...

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Main Authors: Qingqiang Tian, Chuxia Wang, Bingrui Liu, Xiangwei Wu, Yahui Li
Format: Article
Language:English
Published: Wiley 2025-07-01
Series:Advanced Science
Subjects:
Online Access:https://doi.org/10.1002/advs.202502862
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author Qingqiang Tian
Chuxia Wang
Bingrui Liu
Xiangwei Wu
Yahui Li
author_facet Qingqiang Tian
Chuxia Wang
Bingrui Liu
Xiangwei Wu
Yahui Li
author_sort Qingqiang Tian
collection DOAJ
description Abstract α−Sulfide disulfides represent valuable motifs in organic and pharmaceutical chemistry. However, the limited availability of synthetic approaches for α−sulfide disulfides has impeded progress in this field. In this study, a photocatalytic approach to synthesizing modifiable α−sulfide disulfides is presented using accessible sulfides and a bilateral disulfurating reagent. The reaction proceeds under mild conditions and demonstrates broad substrate compatibility, accommodating both aromatic and aliphatic sulfides. Moreover, the synthesized α−sulfide disulfides display robust reactivity in subsequent transformations with different electrophiles. Notably, this protocol can also be applied to the modification of polymer matrices. Bioassays further reveal that certain target compounds exhibit significant antibacterial activity against plant pathogens, such as Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas oryzae pathovar oryzicola (Xoc), and Dickeya zeae (D. zeae).
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issn 2198-3844
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publishDate 2025-07-01
publisher Wiley
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spelling doaj-art-00a096fc25434cef9533bd993556590e2025-08-20T02:40:00ZengWileyAdvanced Science2198-38442025-07-011227n/an/a10.1002/advs.202502862Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial ActivityQingqiang Tian0Chuxia Wang1Bingrui Liu2Xiangwei Wu3Yahui Li4Anhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri‐food Quality Safety Anhui Agricultural University Hefei 230036 ChinaAnhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri‐food Quality Safety Anhui Agricultural University Hefei 230036 ChinaAnhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri‐food Quality Safety Anhui Agricultural University Hefei 230036 ChinaAnhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri‐food Quality Safety Anhui Agricultural University Hefei 230036 ChinaAnhui Provincial Key Laboratory of Hazardous Factors and Risk Control of Agri‐food Quality Safety Anhui Agricultural University Hefei 230036 ChinaAbstract α−Sulfide disulfides represent valuable motifs in organic and pharmaceutical chemistry. However, the limited availability of synthetic approaches for α−sulfide disulfides has impeded progress in this field. In this study, a photocatalytic approach to synthesizing modifiable α−sulfide disulfides is presented using accessible sulfides and a bilateral disulfurating reagent. The reaction proceeds under mild conditions and demonstrates broad substrate compatibility, accommodating both aromatic and aliphatic sulfides. Moreover, the synthesized α−sulfide disulfides display robust reactivity in subsequent transformations with different electrophiles. Notably, this protocol can also be applied to the modification of polymer matrices. Bioassays further reveal that certain target compounds exhibit significant antibacterial activity against plant pathogens, such as Xanthomonas oryzae pv. oryzae (Xoo), Xanthomonas oryzae pathovar oryzicola (Xoc), and Dickeya zeae (D. zeae).https://doi.org/10.1002/advs.202502862antibacterial activitybilateral disulfurating reagentphotocatalysisthioether C(sp3)−H bond polysulfidationα−sulfide disulfides
spellingShingle Qingqiang Tian
Chuxia Wang
Bingrui Liu
Xiangwei Wu
Yahui Li
Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
Advanced Science
antibacterial activity
bilateral disulfurating reagent
photocatalysis
thioether C(sp3)−H bond polysulfidation
α−sulfide disulfides
title Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
title_full Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
title_fullStr Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
title_full_unstemmed Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
title_short Photocatalytic Bilateral Disulfuration of Thioethers Toward α‐Sulfide Disulfides With Antibacterial Activity
title_sort photocatalytic bilateral disulfuration of thioethers toward α sulfide disulfides with antibacterial activity
topic antibacterial activity
bilateral disulfurating reagent
photocatalysis
thioether C(sp3)−H bond polysulfidation
α−sulfide disulfides
url https://doi.org/10.1002/advs.202502862
work_keys_str_mv AT qingqiangtian photocatalyticbilateraldisulfurationofthioetherstowardasulfidedisulfideswithantibacterialactivity
AT chuxiawang photocatalyticbilateraldisulfurationofthioetherstowardasulfidedisulfideswithantibacterialactivity
AT bingruiliu photocatalyticbilateraldisulfurationofthioetherstowardasulfidedisulfideswithantibacterialactivity
AT xiangweiwu photocatalyticbilateraldisulfurationofthioetherstowardasulfidedisulfideswithantibacterialactivity
AT yahuili photocatalyticbilateraldisulfurationofthioetherstowardasulfidedisulfideswithantibacterialactivity