TiO2 Photocatalytic Cyclization Reactions for the Syntheses of Aryltetralones

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• 作者：Yuliang Liu ; Mingfu Zhang ; Chen-Ho Tung ; Yifeng Wang
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：December 2, 2016
• 年：2016
• 卷：6
• 期：12
• 页码：8389-8394
• 全文大小：425K
• ISSN：2155-5435

文摘

This work focuses on a new strategy to overcome the overoxidation in heterogeneous TiO₂ photocatalysis and to realize high-efficiency photosynthesis. We demonstrate that TiO₂ photocatalysis can integrate C–C and C═O formation in a tandem manner to achieve efficient oxidative cyclization for the syntheses of aryltetralones. This protocol does not need any additive besides the inexpensive and/or recyclable TiO₂, O₂, and (solar) light. High yields with excellent diastereoselectivities are obtained for a wide scope of electron-rich substrates. Our findings demonstrate that in contrast to the conventional overoxidation, as long as the radical cations possess sufficient reactivity toward nucleophilic addition, single-electron transfer processes in TiO₂ photocatalysis can be developed into a powerful tool to construct C–C bonds and even strained carbon rings.