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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.

SUBMITTER: Li J 

PROVIDER: S-EPMC6050601 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

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Radical difluoromethylthiolation of aromatics enabled by visible light.

Li Jianbin J   Zhu Dianhu D   Lv Leiyang L   Li Chao-Jun CJ  

Chemical science 20180601 26


Direct introduction of a difluoromethylthio group (-SCF<sub>2</sub>H) 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, PhSO<sub>2</sub>SCF<sub>2</sub>H, under visible light irradiation is describe  ...[more]

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