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Visible light-induced aryltrifluoromethylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl and heteroaryl migration

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An efficient protocol was developed to achieve the aryltrifluoroalkylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl migration. This method possesses several interesting features: (I) visible light is used as the… Click to show full abstract

An efficient protocol was developed to achieve the aryltrifluoroalkylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl migration. This method possesses several interesting features: (I) visible light is used as the sole promoter; (II) a new version of Umemoto's reagent [2,8-difluoro-S-(trifluoromethyl)dibenzothiophenium triflate], which is stable, cheap and recyclable, serves as the CF3 source; (III) the aryl migration is chemoselective; (IV) structurally diverse trifluoromethyl ketones can be produced.

Keywords: hydroxy alkenes; alkenes via; radical trifluoromethylation; migration; trifluoromethylation triggered; via radical

Journal Title: Organic chemistry frontiers
Year Published: 2018

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