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Published on: April 22, 2016
Visible-Light-Mediated Perfluoroalkylation/Thioetherification of [1.1.1]Propellane under Photocatalyst-Free
Jiabin Shen1, Liang-Feng Yang1, Kai Ge1
1Key Laboratory of Pollution Exposure and Health Intervention of Zhejiang Province, College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015, People's Republic of China.
Abstract:
Perfluoroalkyl-functionalized bicyclo[1.1.1]pentane (BCP) derivatives have garnered significant attention in pharmaceuticals due to their special physicochemical property; however, establishing convenient synthetic protocols for these fluorinated molecular frameworks continues to present substantial methodological challenges. Herein, we report a photocatalyst and additive-free perfluoroalkylation/thioetherification of [1.1.1] propellane with disulfide ether and perfluoroalkyl iodines. Such a photochemistry methodology utilizing an electron donor-acceptor (EDA) complex offers a green and novel way to obtain various BCP derivatives containing perfluoroalkyl and thioether groups with good functional group tolerance.
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