Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China.
Chem Commun (Camb). 2013 Sep 21;49(73):8054-6. doi: 10.1039/c3cc44421j. Epub 2013 Aug 1.
The first iron(III)/N,N'-dioxide-catalyzed asymmetric haloamination of 3-alkylidene- and 3-arylidene-indolin-2-ones was developed, affording the corresponding chiral oxindole derivatives bearing vicinal haloamine substituents with excellent results (up to 99% yield, 99% ee, >19 : 1 dr). This iron catalyst also exhibits perfect enantioselectivity for chalcone derivatives. The cooperative activation of the substrate and the reagent in concert guarantees the high stereoselectivity.
首次发展了铁(III)/N,N'-二氧杂环戊烯酮催化的 3-亚烷基和 3-亚芳基吲哚啉-2-酮的不对称卤胺化反应,得到了相应的手性氧化吲哚衍生物,具有优异的结果(高达 99%的产率、99%的对映选择性、>19:1 的 dr)。该铁催化剂对查尔酮衍生物也表现出完美的对映选择性。底物和试剂的协同活化保证了高的立体选择性。