Substitution and cyclization reactions involving the quasi-antiaromatic 2H-indol-2-one ring system

被引:68
作者
England, Dylan B. [1 ]
Merey, Gokce [1 ]
Padwa, Albert [1 ]
机构
[1] Emory Univ, Dept Chem, Atlanta, GA 30322 USA
关键词
D O I
10.1021/ol7016438
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The quasi-antiaromatic 2H-indol-2-one ring system is readily generated by treating a 3-hydroxy-substituted 1,3-dihydroindol-2-one with a Lewis acid. Stepwise addition of various pi-nucleophiles to the highly reactive 2H-indol-2-one system occurs smoothly to afford substituted oxindoles. The cyclization was also carried out in an intramolecular fashion to give spiro-substituted oxindoles in good yield.
引用
收藏
页码:3805 / 3807
页数:3
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