Photosensitized Radical-Mediated 1,<i>n</i>-Trifluoromethylthioamination of Alkenes with Bifunctional Benzophenonoxime <i>S</i>-(Trifluoromethyl) Thiocarbonate

Herein, we report that a novel and efficient bifunctional reagent, benzophenonoxime <i>S</i>-(CF<sub>3</sub>) thiocarbonate (BOST), is easily synthesized and successfully applied to the 1,<i>n</i> (<i>n</i> ≥ 2)-trifluoromethylthioamination of alkenes under photocatalytic energy transfer conditions. This study not only achieves the radical trifluoromethylthioamination of olefins for the first time but also provides structurally important and diverse SCF<sub>3</sub>-featured amino acid esters and amino nitriles that were previously inaccessible.

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Publication Details

Journal
Organic Letters
Published
2025-09-09
DOI
https://doi.org/10.1021/acs.orglett.5c03317
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79
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article

Photosensitized Radical-Mediated 1,n-Trifluoromethylthioamination of Alkenes with Bifunctional Benzophenonoxime S-(Trifluoromethyl) Thiocarbonate

Sheng‐Qiang Lai, Pengfei Zhao, Luyi Zhu, Zuo-Shuai Wang et al.
1 citations
Organic Letters
Fluorine in Organic Chemistry
0.79
article

Photosensitized Radical-Mediated 1,n-Trifluoromethylthioamination of Alkenes with Bifunctional Benzophenonoxime S-(Trifluoromethyl) Thiocarbonate

Sheng‐Qiang Lai, Pengfei Zhao, Luyi Zhu, Zuo-Shuai Wang, Xiaojian Wang, Bing Han
article en
1 citations

Abstract

Herein, we report that a novel and efficient bifunctional reagent, benzophenonoxime <i>S</i>-(CF<sub>3</sub>) thiocarbonate (BOST), is easily synthesized and successfully applied to the 1,<i>n</i> (<i>n</i> ≥ 2)-trifluoromethylthioamination of alkenes under photocatalytic energy transfer conditions. This study not only achieves the radical trifluoromethylthioamination of olefins for the first time but also provides structurally important and diverse SCF<sub>3</sub>-featured amino acid esters and amino nitriles that were previously inaccessible.

Organic LettersVol. 27(37)
State Key Laboratory of Chemical Engineering (CN), Lanzhou University (CN)
Openalex Percentile: Top 24%
Fluorine in Organic Chemistry
0.79
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Photosensitized Radical-Mediated 1,<i>n</i>-Trifluoromethylthioamination of Alkenes with Bifunctional Benzophenonoxime <i>S</i>-(Trifluoromethyl) Thiocarbonate — Sheng‐Qiang Lai, Pengfei Zhao, et al. · Organic Letters (2025) | TGRS Research Map | TGRS