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Biomimetic photocatalytic sulfonation of alkenes to access β-ketosulfones with single-atom iron site

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Abstract

Biomimetic photocatalysis as an important organic transformation strategy has received increasing attention, with the performances of biomimetic catalysts largely depending on their design. This protocol has been initially used to fabricate a biomimetic photocatalyst of single-atom iron site through coupling carbon nitride with hemin (CNH) for the visible light-promoted sulfonation of alkenes to produce β-ketosulfones with up to 94% yield. The experimental results show that the role of CN in CNH is concentrated on enhancing the separation ability of photogenerated electron pairs and holes to improve the photocatalytic activity and stability. Moreover, the as-prepared photocatalyst of single atom iron can be irradiated under near-infrared light with a satisfactory yield, and is also feasible for the sulfonation reactions of androstenones. Importantly, this biomimetic catalysis-based synthesis system has some merits, namely high catalysis efficiency, favorable recyclability, high turnover number, and excellent functional group tolerance, making it promising for extensive applications in organic transformations for the synthesis of β-ketosulfones to access various bioactive drugs.

Graphical abstract: Biomimetic photocatalytic sulfonation of alkenes to access β-ketosulfones with single-atom iron site

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Publication details

The article was received on 16 Oct 2019, accepted on 14 Nov 2019 and first published on 19 Nov 2019


Article type: Paper
DOI: 10.1039/C9GC03580J
Green Chem., 2020, Advance Article

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    Biomimetic photocatalytic sulfonation of alkenes to access β-ketosulfones with single-atom iron site

    J. Wen, X. Yang, Z. Sun, J. Yang, P. Han, Q. Liu, H. Dong, M. Gu, L. Huang and H. Wang, Green Chem., 2020, Advance Article , DOI: 10.1039/C9GC03580J

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