Visible‐Light Driven Radical Cyclization Strategy for C(sp <sup>3</sup> )─CH <sub>2</sub> CF <sub>3</sub> ─Functional Tetrahydroquinoline Derivatives

Abstract We have successfully developed a photocatalytic radical cascade cyclization reaction for the efficient synthesis of tetrahydroquinoline derivatives with diverse structural variations. This method enables the one‐pot synthesis of tetrahydroquinolines with high yields, offering a valuable strategy for construction of C(sp 3 )─CH 2 CF 3 containing molecules. The approach features low catalyst load, excellent regioselectivity, and a broad substrate scope, all under mild reaction conditions. Furthermore, the selectivity for mono‐ and di‐trifluoromethylated products can be fine‐tuned by adjusting the amount of Togni's reagent II and the choice of solvent.

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Publication Details

Journal
Asian Journal of Organic Chemistry
Published
2025-09-29
DOI
https://doi.org/10.1002/ajoc.70217
Primary Topic
Fluorine in Organic Chemistry
Type
article
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article

Visible‐Light Driven Radical Cyclization Strategy for C(sp 3 )─CH 2 CF 3 ─Functional Tetrahydroquinoline Derivatives

Tianlun Zhou, Yuanyuan Xie, Changjun Zhang, Hongmei Luo et al.
Asian Journal of Organic Chemistry
Fluorine in Organic Chemistry
article

Visible‐Light Driven Radical Cyclization Strategy for C(sp 3 )─CH 2 CF 3 ─Functional Tetrahydroquinoline Derivatives

Tianlun Zhou, Yuanyuan Xie, Changjun Zhang, Hongmei Luo, Yuxin Ding, Weike Su, Liwen Lu
article en

Abstract

Abstract We have successfully developed a photocatalytic radical cascade cyclization reaction for the efficient synthesis of tetrahydroquinoline derivatives with diverse structural variations. This method enables the one‐pot synthesis of tetrahydroquinolines with high yields, offering a valuable strategy for construction of C(sp 3 )─CH 2 CF 3 containing molecules. The approach features low catalyst load, excellent regioselectivity, and a broad substrate scope, all under mild reaction conditions. Furthermore, the selectivity for mono‐ and di‐trifluoromethylated products can be fine‐tuned by adjusting the amount of Togni's reagent II and the choice of solvent.

Asian Journal of Organic ChemistryVol. 14(12)
Ministry of Education (KR), State Key Laboratory of Chemical Engineering (CN), Zhejiang University of Technology (CN)
Openalex Percentile: Top 79%
Fluorine in Organic Chemistry
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