4.7 Article

Photoinduced synthesis of -trifluoromethylated ketones through the oxidative trifluoromethylation of styrenes using CF3SO2Na as a trifluoromethyl reagent without an external photoredox catalyst

Journal

ORGANIC CHEMISTRY FRONTIERS
Volume 6, Issue 1, Pages 87-93

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8qo01079j

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Funding

  1. National Natural Science Foundation of China [21772062, 21572078]

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A photoinduced strategy to access -CF3-substituted ketones through the reaction of simple styrenes with sodium trifluoromethanesulfinate (CF3SO2Na) in the absence of an external photosensitizer under LED (380-385 nm) irradiation and an air atmosphere at room temperature was developed. This reaction employs the commercially available, low cost, and easy to handle Langlois reagent (CF3SO2Na) as a CF3-radical source, and the reaction has advantages of mild conditions, a simple system and good functional group tolerance. Investigations indicated that the product acts as a photosensitizer and O-1(2) coexists with O-2(-) during the reaction through the energy transfer and single electron transfer process.

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