Facile synthesis of 3-(pyrazol-1-yl) succinimides from Ag2CO3 -catalyzed aza-Michael addition of pyrazoles to maleimides

被引:1
|
作者
Zhang, Xue [1 ]
Mo, Jian [1 ]
Luo, Da-Shuang [1 ]
Niu, Xue-Min [1 ]
Yu, Hai-Feng [1 ]
Zhao, Xiao-Bo [1 ]
机构
[1] Baicheng Normal Univ, Coll Chem, POB 137000, Baicheng, Jilin, Peoples R China
关键词
Maleimide; Michael addition; pyrazole; silver carbonate; succinimide; DERIVATIVES; DISCOVERY; INDOLE;
D O I
10.1080/00397911.2023.2270636
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, an effective and facile synthesis of 3-(pyrazol-1-yl) succinimides is first presented through silver-catalyzed aza-Michael addition of pyrazoles to maleimides. In the presence of 5 mol% of Ag2CO3, various pyrazoles smoothly reacted with maleimides in dichloroethane at 100 degree celsius, to generate 3-(pyrazol-1-yl) succinimides in excellent yields. Notably, 3-substituted asymmetric pyrazoles exclusively give 3-pyrazolyl succinimides in excellent yields possibly due to the steric bulk of the 3-substituent excluding the formation of addition products of N-2. The method can also extend to gram scale.
引用
收藏
页码:2088 / 2096
页数:9
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