Quinone-Mediated Trifluoromethylation of Arenes and Heteroarenes with Visible Light

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• 作者：Bin Chang ; Hongge Shao ; Peng Yan ; Wenzhao Qiu ; Zhiqiang Weng ; Rusheng Yuan
• 刊名：ACS Sustainable Chemistry & Engineering
• 出版年：2017
• 出版时间：January 3, 2017
• 年：2017
• 卷：5
• 期：1
• 页码：334-341
• 全文大小：617K
• ISSN：2168-0485

文摘

The trifluoromethyl group can significantly influence the physical and chemical properties of organic molecules, thereby increasing their applications in the fields of pharmaceuticals, agrochemicals, and organic materials. An efficient visible-light-promoted method for the direct trifluoromethylation of arenes and heteroarenes has been developed using inexpensive CF<sub>3sub>SO<sub>2sub>Na as the CF<sub>3sub> radical source and naturally ubiquitous quinones as oxidants. The regeneration of quinones was successfully realized by using a MnO<sub>2sub>-fixed bed. This operationally simple methodology not only provides an access to a wide variety of CF<sub>3sub>-containing building blocks from simple starting materials but also exhibits potential applications on a larger scale synthesis utilizing visible light energy.