Issue 26, 2018

Radical difluoromethylthiolation of aromatics enabled by visible light

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

Supplementary files

Article information

Article type
Edge Article
Submitted
12 apr 2018
Accepted
28 may 2018
First published
01 iyn 2018
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2018,9, 5781-5786

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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