吲哚与醌的高对映选择性[3+2]环加成反应构建结构多样的苯并呋喃吲哚啉。
Highly Enantioselective [3+2] Annulation of Indoles with Quinones to Access Structurally Diverse Benzofuroindolines.
机构信息
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, University of Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, China.
Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300072, China.
出版信息
Angew Chem Int Ed Engl. 2018 Mar 26;57(14):3810-3814. doi: 10.1002/anie.201800733. Epub 2018 Mar 2.
A facile and efficient method to produce optically pure benzofuroindolines, especially those without 3-substituents that are susceptible to rearomatization, through [3+2] annulation of indoles with quinones is described. The suitable combination of a BOX ligand Cu hydrate complex and freshly activated molecular sieves functions to give controllably dynamic release of water, which enables the success of this reaction. This reaction can be performed on a gram scale with only 0.5 mol % catalyst loading.
本文描述了一种通过吲哚与醌的[3+2]环加成反应来制备高光学纯苯并呋喃吲哚啉的简便、高效的方法，特别适用于那些不易重芳构化的 3-取代苯并呋喃吲哚啉。BOX 配体铜水合物配合物和新鲜活化的分子筛的合适组合可以实现可控的动态释放水，从而使该反应得以成功进行。该反应可以在克级规模下进行，催化剂用量仅为 0.5 mol%。
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