Visible-Light-Mediated Addition Reactions of Sulfur-Containing Reagents with α-Trifluoromethyl Alkenes

Herein, we described the addition reactions of sulfur-containing reagents (sodium sulfinates, dithiosulfonates) with α-trifluoromethyl alkenes under visible light. A series of trifluoromethyl sulfonates were synthesized via the visible-light-induced radical addition reaction of sodium sulfinates and α-trifluoromethyl alkenes to obtain protons from the solvent. A series of dithiosulfonated derivatives were synthesized via visible-light-induced bifunctionalization reaction of α-trifluoromethyl alkenes with dithiosulfonates.This strategy has the advantages of mild reaction conditions, good substrate universality and high yield up to 99% yield.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-22
DOI
https://doi.org/10.1021/acs.joc.5c00396
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Visible-Light-Mediated Addition Reactions of Sulfur-Containing Reagents with α-Trifluoromethyl Alkenes

Shun‐Yi Wang, Yi‐Rong Chen, Weidong Rao, Daopeng Sheng et al.
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Visible-Light-Mediated Addition Reactions of Sulfur-Containing Reagents with α-Trifluoromethyl Alkenes

Shun‐Yi Wang, Yi‐Rong Chen, Weidong Rao, Daopeng Sheng, Shusu Shen, Ping Song, Jiahui Han
article en

Abstract

Herein, we described the addition reactions of sulfur-containing reagents (sodium sulfinates, dithiosulfonates) with α-trifluoromethyl alkenes under visible light. A series of trifluoromethyl sulfonates were synthesized via the visible-light-induced radical addition reaction of sodium sulfinates and α-trifluoromethyl alkenes to obtain protons from the solvent. A series of dithiosulfonated derivatives were synthesized via visible-light-induced bifunctionalization reaction of α-trifluoromethyl alkenes with dithiosulfonates.This strategy has the advantages of mild reaction conditions, good substrate universality and high yield up to 99% yield.

The Journal of Organic ChemistryVol. 90(17)
Nanjing Forestry University (CN), Suzhou University of Science and Technology (CN), Electronics Testing Center (TW), Laboratoire de Synthèse Organique (FR)
Cyrus Tang Foundation, National Natural Science Foundation of China, Jiangsu Provincial Department of Education, Soochow University, Priority Academic Program Development of Jiangsu Higher Education Institutions
Openalex Percentile: Top 94%
Fluorine in Organic Chemistry
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Visible-Light-Mediated Addition Reactions of Sulfur-Containing Reagents with α-Trifluoromethyl Alkenes — Shun‐Yi Wang, Yi‐Rong Chen, et al. · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS