Photocatalyst‐Free Photochemical Trifluoromethylation/Cyclization of Unactivated Alkenes: Synthesis of Trifluoromethyl‐Substituted Quinazolinones

A novel photochemical trifluoromethylation/cyclization of unactivated alkenes to synthesize trifluoromethyl‐substituted quinazolinones with trifluoromethylsulfonyl‐pyridinium salt (TFSP) is achieved under catalyst‐free conditions. Mechanistic studies reveal that an electron‐donating‐accepting complex is formed between the quinazolinone and TFSP, making this the first example of TFSP‐based trifluoromethylation conducted in the absence of expensive iridium photocatalysts.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-11-28
DOI
https://doi.org/10.1002/adsc.70144
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00
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article

Photocatalyst‐Free Photochemical Trifluoromethylation/Cyclization of Unactivated Alkenes: Synthesis of Trifluoromethyl‐Substituted Quinazolinones

Z. Y. Zhang, Kui Lu, Guohua Jin, Xia Zhao et al.
Advanced Synthesis & Catalysis
Fluorine in Organic Chemistry
article

Photocatalyst‐Free Photochemical Trifluoromethylation/Cyclization of Unactivated Alkenes: Synthesis of Trifluoromethyl‐Substituted Quinazolinones

Z. Y. Zhang, Kui Lu, Guohua Jin, Xia Zhao, Yu Zhao, Qianqian Feng
article en

Abstract

A novel photochemical trifluoromethylation/cyclization of unactivated alkenes to synthesize trifluoromethyl‐substituted quinazolinones with trifluoromethylsulfonyl‐pyridinium salt (TFSP) is achieved under catalyst‐free conditions. Mechanistic studies reveal that an electron‐donating‐accepting complex is formed between the quinazolinone and TFSP, making this the first example of TFSP‐based trifluoromethylation conducted in the absence of expensive iridium photocatalysts.

Advanced Synthesis & CatalysisVol. 368(2)
Tianjin University of Science and Technology (CN), Tianjin Normal University (CN)
Openalex Percentile: Top 69%
Fluorine in Organic Chemistry
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