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Issue 26, 2018
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Radical difluoromethylthiolation of aromatics enabled by visible light

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Abstract

Direct introduction of a difluoromethylthio group (–SCF2H) to arenes represents an efficient route to access a valuable catalogue of organofluorines; however, to realize this transformation under metal-free and mild conditions still remains challenging and rarely reported. Herein, a metal-catalyst-free and redox-neutral innate difluoromethylthiolation method with a shelf-stable and readily available reagent, PhSO2SCF2H, under visible light irradiation is described. This light-mediated protocol successfully converts a broad spectrum of arenes and heteroarenes to difluoromethylthioethers in the absence of noble metals and stoichiometric amounts of additives.

Graphical abstract: Radical difluoromethylthiolation of aromatics enabled by visible light

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Publication details

The article was received on 12 Apr 2018, accepted on 28 May 2018 and first published on 01 Jun 2018


Article type: Edge Article
DOI: 10.1039/C8SC01669K
Citation: Chem. Sci., 2018,9, 5781-5786
  • Open access: Creative Commons BY-NC license
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    Radical difluoromethylthiolation of aromatics enabled by visible light

    J. Li, D. Zhu, L. Lv and C. Li, Chem. Sci., 2018, 9, 5781
    DOI: 10.1039/C8SC01669K

    This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material and it is not used for commercial purposes.

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