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Biomimetic Photocatalytic Sulfonation of Alkenes to access β-ketosulfones with Single-Atom-Site Iron

Abstract

Biomimetic photocatalysis as an important organic transformation strategy has received increasing attention, with the performances largely depending on the design of biomimetic catalysts. This protocol has initially fabricated a biomimetic photocatalyst of single-atom-site iron through coupled the 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, prepared photocatalyst of single atomic iron can be irradiated under near-infrared light with a satisfying yield, and also feasible for the sulfonation reactions of androstenones. Importantly, this biomimetic catalysis-based synthesis system can feature some merits of high catalysis efficiency, favorable recyclability, high turnover number, and excellent tolerance of functional groups, promising the extensive applications in the organic transformations for the synthesis of β-ketosulfones to access various bioactive drugs.

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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., 2019, Accepted Manuscript

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    Biomimetic Photocatalytic Sulfonation of Alkenes to access β-ketosulfones with Single-Atom-Site Iron

    J. Wen, X. Yang, Z. Sun, J. Yang, P. Han, Q. Liu, H. Dong, M. Gu, L. Huang and H. Wang, Green Chem., 2019, Accepted Manuscript , DOI: 10.1039/C9GC03580J

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