通过布朗斯特酸催化的氮杂傅克反应实现热力学控制的中氮茚与3-羟基异吲哚啉酮的区域选择性C1官能化反应
Thermodynamic Controlled Regioselective C1-Functionalization of Indolizines with 3-Hydroxyisoindolinones via Brønsted Acid Catalyzed aza-Friedel-Crafts Reaction.
作者信息
Zhu Zhiming, Wu Qianling, Song Xiaoxiao, Ni Qijian
机构信息
Key Laboratory of Functionalized Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, Anhui, P. R. China.
出版信息
J Org Chem. 2024 Feb 16;89(4):2794-2799. doi: 10.1021/acs.joc.3c02522. Epub 2024 Jan 31.
A Brønsted acid catalyzed aza-Friedel-Crafts reaction of indolizines with 3-hydroxyisoindolinones has been established, which constructs isoindolinone derivatives bearing a tetrasubstituted stereocenter in good to high yields and enantioselectivities. Notably, this strategy provides a new access to C1-functionalization of indolizines with excellent regioselectivities. Moreover, this intriguing C1-regioselective transformation was induced under thermodynamic control.
已建立了一种布朗斯特酸催化的中氮茚与3-羟基异吲哚啉酮的氮杂傅克反应，该反应能以良好到高的产率和对映选择性构建带有四取代立体中心的异吲哚啉酮衍生物。值得注意的是，该策略为中氮茚的C1-官能化提供了一种具有优异区域选择性的新方法。此外，这种有趣的C1-区域选择性转化是在热力学控制下诱导发生的。
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