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Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones.


ABSTRACT: A visible-light-promoted transition-metal-free perfluoroalkylation/cyclization reaction was developed with 9-mesityl-10-methylacridinium perchlorate (Acr+-Mes·ClO4 -) as the photocatalyst, by which various perfluoroalkyl-substituted heterocycles including thioflavones, oxindoles, and quinoline-2,4(1H,3H)-diones were prepared at room temperature. Moreover, the potential of this sustainable method is demonstrated by the excellent in vitro anti-lymphoma and cervical carcinoma activity of the novel 3-perfluoroalkylated thioflavone 3m.

SUBMITTER: Ma C 

PROVIDER: S-EPMC9326344 | biostudies-literature | 2022

REPOSITORIES: biostudies-literature

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Visible-Light-Promoted Transition-Metal-Free Construction of 3-Perfluoroalkylated Thioflavones.

Ma Chunhua C   Meng Hui H   He Xing X   Jiang Yuqin Y   Yu Bing B  

Frontiers in chemistry 20220713


A visible-light-promoted transition-metal-free perfluoroalkylation/cyclization reaction was developed with 9-mesityl-10-methylacridinium perchlorate (Acr<sup>+</sup>-Mes·ClO<sub>4</sub> <sup>-</sup>) as the photocatalyst, by which various perfluoroalkyl-substituted heterocycles including thioflavones, oxindoles, and quinoline-2,4(1<i>H</i>,3<i>H</i>)-diones were prepared at room temperature. Moreover, the potential of this sustainable method is demonstrated by the excellent <i>in vitro</i> anti-  ...[more]

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