Visible Light-Promoted Defluorinative Alkylation of Trifluoromethyl Ketones with α-Aminoalkyl Boron Species

In this study, we developed a photoredox-catalyzed defluorinative cross-coupling method for trifluoroketones and alkyl boronic acids. The reaction afforded a series of novel α,α-difluoroketone derivatives, and <i>in vitro</i> fungicidal activity revealed that some of these compounds exhibited moderate to excellent activity against <i>Rhizoctonia solani</i> and <i>Botrytis cinerea</i>. In particular, compound <b>3d</b> showed an EC<sub>50</sub> value of 4.27 μg/mL against <i>B. cinerea</i> and can be used as a fungicidal lead compound for further optimization.

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Publication Details

Journal
Organic Letters
Published
2025-04-14
DOI
https://doi.org/10.1021/acs.orglett.5c01048
Citations
1
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.79

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article

Visible Light-Promoted Defluorinative Alkylation of Trifluoromethyl Ketones with α-Aminoalkyl Boron Species

Zhijin Fan, Yue Zhang, Kun Li, Zhihong Wang et al.
1 citations
Organic Letters
Fluorine in Organic Chemistry
0.79
article

Visible Light-Promoted Defluorinative Alkylation of Trifluoromethyl Ketones with α-Aminoalkyl Boron Species

Zhijin Fan, Yue Zhang, Kun Li, Zhihong Wang, Liang‐Fu Tang
article en
1 citations

Abstract

In this study, we developed a photoredox-catalyzed defluorinative cross-coupling method for trifluoroketones and alkyl boronic acids. The reaction afforded a series of novel α,α-difluoroketone derivatives, and <i>in vitro</i> fungicidal activity revealed that some of these compounds exhibited moderate to excellent activity against <i>Rhizoctonia solani</i> and <i>Botrytis cinerea</i>. In particular, compound <b>3d</b> showed an EC<sub>50</sub> value of 4.27 μg/mL against <i>B. cinerea</i> and can be used as a fungicidal lead compound for further optimization.

Organic LettersVol. 27(16)
Nankai University (CN), Institute of Organic Chemistry (HU)
National Natural Science Foundation of China, National Key Research and Development Program of China
Zero hunger
Openalex Percentile: Top 29%
Fluorine in Organic Chemistry
0.79
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