Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei, Anhui 230601, People's Republic of China.
Chem Soc Rev. 2020 May 7;49(9):2546-2556. doi: 10.1039/c9cs00523d. Epub 2020 Mar 20.
Due to their inherent ring strain, three-membered carbocyclic- and heterocyclic ring structures are versatile synthetic building blocks. Traditional ring-opening methods of these molecules require the use of thermolysis, acid catalysts or transition-metals via ionic reaction pathways. Recently, visible light-induced photoredox catalysis has emerged as a powerful platform for initiating new chemical transformations. In this tutorial review, the synthetic and mechanistic aspects of visible light-promoted ring-opening functionalization of three-membered carbo- and heterocycles are highlighted. By using these strategies, a variety of ring-opening functionalization products, including biologically important carbo- and heterocycles, can be efficiently accessed in a high chemo- and regioselective manner.
由于其固有的环应变,三员碳环和杂环结构是多功能的合成构建块。这些分子的传统开环方法需要使用热解、酸催化剂或通过离子反应途径的过渡金属。最近,可见光诱导的光氧化还原催化已成为引发新化学转化的强大平台。在本综述中,重点介绍了可见光促进三员碳环和杂环开环官能化的合成和机理方面。通过使用这些策略,可以以高化学和区域选择性的方式有效地获得各种开环官能化产物,包括具有生物重要性的碳环和杂环。