Trifluoromethylation/Cyclization of Alkenes with Trifluoromethylsulfonyl‐Pyridinium Salt for the Synthesis of CF<sub>3</sub>‐Substituted Fused Indoles under Photocatalyst Free Conditions

A photochemical trifluoromethylation/cyclization of alkenes to access trifluoromethyl‐substituted fused indoles using trifluoromethylsulfonyl‐pyridinium salt (TFSP) is achieved under photocatalyst‐free conditions. Mechanistic studies revealed the formation of an electron donor–acceptor complex between indole and TFSP, distinguishing this protocol from iridium‐catalyzed TFSP‐based trifluoromethylation reactions and suggesting a different mechanistic pathway.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-08-04
DOI
https://doi.org/10.1002/ejoc.202500602
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Trifluoromethylation/Cyclization of Alkenes with Trifluoromethylsulfonyl‐Pyridinium Salt for the Synthesis of CF3‐Substituted Fused Indoles under Photocatalyst Free Conditions

Kui Lu, Yazhong Bu, Xia Zhao, Chenmeng Sun et al.
European Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Trifluoromethylation/Cyclization of Alkenes with Trifluoromethylsulfonyl‐Pyridinium Salt for the Synthesis of CF3‐Substituted Fused Indoles under Photocatalyst Free Conditions

Kui Lu, Yazhong Bu, Xia Zhao, Chenmeng Sun, Jian-Long Chen, Shiyang Chai
article en

Abstract

A photochemical trifluoromethylation/cyclization of alkenes to access trifluoromethyl‐substituted fused indoles using trifluoromethylsulfonyl‐pyridinium salt (TFSP) is achieved under photocatalyst‐free conditions. Mechanistic studies revealed the formation of an electron donor–acceptor complex between indole and TFSP, distinguishing this protocol from iridium‐catalyzed TFSP‐based trifluoromethylation reactions and suggesting a different mechanistic pathway.

European Journal of Organic ChemistryVol. 28(37)
Tianjin University of Science and Technology (CN), Tianjin Normal University (CN), China International Science and Technology Cooperation (CN)
National Natural Science Foundation of China
Openalex Percentile: Top 85%
Fluorine in Organic Chemistry
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Trifluoromethylation/Cyclization of Alkenes with Trifluoromethylsulfonyl‐Pyridinium Salt for the Synthesis of CF<sub>3</sub>‐Substituted Fused Indoles under Photocatalyst Free Conditions — Kui Lu, Yazhong Bu, et al. · European Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS