Visible-light photoredox catalyzed thioesterification of sulfoxonium ylides with elemental sulfur and α-ketoacids

An efficient strategy for the construction of α-keto thioesters has been developed <i>via</i> photocatalytic one-pot three-component reaction of sulfoxonium ylides with elemental sulfur and α-ketoacids. The reaction proceeded smoothly at room temperature using elemental sulfur as a sulfurizing agent and generated a series of α-keto thioesters in moderate to good yields. The present photocatalyzed transformation involves a carbonyl thiyl radical-based thioester synthesis, which overcomes traditional methods that employ unstable and malodorous thiols or thioacids.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc04089b
Citations
2
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
1.87
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article

Visible-light photoredox catalyzed thioesterification of sulfoxonium ylides with elemental sulfur and α-ketoacids

Huilan Yue, Juanjuan Wu, Jindong Hao, Wei Wei et al.
2 citations
Chemical Communications
Sulfur-Based Synthesis Techniques
1.87
article

Visible-light photoredox catalyzed thioesterification of sulfoxonium ylides with elemental sulfur and α-ketoacids

Huilan Yue, Juanjuan Wu, Jindong Hao, Wei Wei, Leilei Wang, Zu‐Li Wang
article en
2 citations

Abstract

An efficient strategy for the construction of α-keto thioesters has been developed <i>via</i> photocatalytic one-pot three-component reaction of sulfoxonium ylides with elemental sulfur and α-ketoacids. The reaction proceeded smoothly at room temperature using elemental sulfur as a sulfurizing agent and generated a series of α-keto thioesters in moderate to good yields. The present photocatalyzed transformation involves a carbonyl thiyl radical-based thioester synthesis, which overcomes traditional methods that employ unstable and malodorous thiols or thioacids.

Chemical CommunicationsVol. 61(86)
Nanjing Forestry University (CN), Qufu Normal University (CN), Qinghai Tibetan Hospital (CN), Dezhou University (CN), Northwest Institute of Plateau Biology
Openalex Percentile: Top 13%
Sulfur-Based Synthesis Techniques
1.87
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Visible-light photoredox catalyzed thioesterification of sulfoxonium ylides with elemental sulfur and α-ketoacids — Huilan Yue, Juanjuan Wu, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS