Cobalt(III)-Catalyzed [4+2] Annulation of N-Chlorobenzamides with Maleimides

被引:71
|
作者
Muniraj, Nachimuthu [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
C-H ACTIVATION; RING-OPENING REACTIONS; CARBOXYLIC-ACIDS; DIRECTING GROUP; DERIVATIVES; FUNCTIONALIZATION; ALKYLATION; BOND; 1,4-ADDITION; BENZAMIDES;
D O I
10.1021/acs.orglett.8b04117
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Co(III)-catalyzed novel [4 + 2] annulation of N-chlorobenzamides with maleimides has been reported. Mostly, maleimides are known to furnish the Michael-type or 1,1-type cyclized products while treating with amides. In this reaction, maleimides furnished [4 + 2] annulated products in good yields at room temperature while being treated with the internal oxidizing N-chlorobenzamide as a directing group. The developed methodology is compatible with a variety of functional groups. The [4 + 2] annulated products obtained are featured in some biologically active molecules.
引用
收藏
页码:1068 / 1072
页数:5
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