Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF<sub>3</sub> Ketones

This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis of α-trifluoromethyl ketones, which could be structurally elaborated into an array of useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* could facilitate the formation of singlet <sup>1</sup>O<sub>2</sub> through an EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen radical anion species.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-03-29
DOI
https://doi.org/10.1021/acs.joc.5c00117
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF3 Ketones

Guanyinsheng Qiu, Ming Hou, Peng Wang, Chen Bao et al.
2 links
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF3 Ketones

Guanyinsheng Qiu, Ming Hou, Peng Wang, Chen Bao, Mengying Xu, Xinyu Zhu
article en

Abstract

This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis of α-trifluoromethyl ketones, which could be structurally elaborated into an array of useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* could facilitate the formation of singlet <sup>1</sup>O<sub>2</sub> through an EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen radical anion species.

The Journal of Organic ChemistryVol. 90(14)
Southwest Forestry University (CN), Jiaxing University (CN), Jiaxing Vocational Technical College (CN)
Natural Science Foundation of Zhejiang Province
Clean water and sanitation
Openalex Percentile: Top 96%
Fluorine in Organic Chemistry
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