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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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Supplementary files

Article information


Submitted
12 Apr 2018
Accepted
28 May 2018
First published
01 Jun 2018

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2018,9, 5781-5786
Article type
Edge Article

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

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