Photooxidative Keto-Trifluoromethylation of Styrenes by Means of an Anthraquinone-Based Organocatalyst

Eiji Yamaguchi*, Yuji Kamito, Kazuki Matsuo, Jun Ishihara, Akichika Itoh*

*Laboratory of Pharmaceutical Synthetic Chemistry, Gifu Pharmaceutical University, 1-25-4, Daigaku-nishi, Gifu 501-1196, Japan, Email: yamaguchigifu-pu.ac.jp, itohagifu-pu.ac.jp

E. Yamaguchi, Y. Kamito, K. Matsuo, J. Ishihara, A. Itoh, Synthesis, 2018, 50, 3161-3168.

DOI: 10.1055/s-0036-1592003

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Abstract

An anthraquinone-catalyzed photooxidative keto-trifluoromethylation of styrenes with the readily available Langlois reagent (CF₃SO₂Na) under an oxygen atmosphere proceeds smoothly to give α-trifluoromethyl ketones in good yield with good selectivity.

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Key Words

anthraquinone, organocatalysis, trifluoromethylation, trifluoromethyl radical, oxygen, ketones, radical reaction, photochemistry

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ID: J66-Y2018