Synthesis of Trifluoromethylated Sultones from Alkenols Using a Copper Photoredox Catalyst
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- 作者：Thomas Rawner ; Matthias Knorn ; Eugen Lutsker ; Asik Hossain ; Oliver Reiser
- 刊名：Journal of Organic Chemistry
- 出版年：2016
- 出版时间：August 19, 2016
- 年：2016
- 卷：81
- 期：16
- 页码：7139-7147
- 全文大小：558K
- 年卷期：0
- ISSN：1520-6904
文摘
A photo-redox-catalyzed procedure for the one-step formation of sultones from α,ω-alkenols and trifluoromethylsulfonyl chloride is described. Using [Cu(dap)2]Cl (1 mol %), a wide range of substrates can be cleanly converted to the target compounds, while commonly employed photoelectron transfer catalysts such as [Ru(bpy)3]Cl2 or fac-Ir(ppy)3 fail in this transformation. The obtained fluorinated sultones are attractive as potential electrolyte additives or as structural motifs in drug synthesis, with the latter being demonstrated with the synthesis of a trifluoroethyl-substituted analogue of a benzoxathiin that has high anti-arrhythmic activity.