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Asymmetric Syntheses of Spirooxindole‐dihydroquinazolinones by Cyclization Reactions between N‐substituted Anthranilamides and Isatins
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-11-14 , DOI: 10.1002/adsc.201801329
Liang-Liang Wang 1 , Ting Jiang 2 , Peng-Hua Li 3 , Rou-Jing Sun 1 , Zhili Zuo 1
Affiliation  

A variety of enantioenriched 3‐N‐substituted spirooxindole‐dihydroquinazolinones were synthesized by cyclization reactions involving 2‐amino‐N‐substituted benzamides and isatins catalyzed by SPINOL‐CPA catalyst in a highly enantioselective manner with excellent ee values (up to 99%) and good yields (up to 99%). So far, this is the first example to directly access this type of chiral pharmaceutically privileged 3‐N‐substituted dihydroquinazolinone derivatives with a broad substrate scope.

中文翻译:

N-取代的邻氨基苯甲酰胺与Isatins的环化反应合成螺氧基吲哚-二氢喹唑啉酮

通过SPINOL-CPA催化剂催化的2-氨基-N-取代的苯甲酰胺和靛红的环化反应,以高对映体选择性的方式,以优异的ee值(高达99%)和(-)的反应,合成了多种对映体富集的3-N-取代的螺氧基吲哚-二氢喹唑啉酮。良率(高达99%)。到目前为止,这是第一个直接获得具有广泛底物范围的手性药学特权的3-N-取代的二氢喹唑啉酮衍生物的实例。
更新日期:2018-11-14
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