Synthesis of Fused-Ring Pyrrolizine Derivatives via a Copper-Catalyzed Radical Cascade Cyclization

被引:2
作者
Xu, Xiao-Bo [1 ,2 ]
Hao, Li-Qiang [1 ,2 ]
Liu, Xian [1 ,2 ]
Wang, Yang-Yang [1 ,2 ]
Yang, Zhao-Zi-Yuan [1 ,2 ]
Yu, Xiao [1 ,2 ]
Ding, Dong [3 ]
Ji, Ya-Fei [1 ,2 ]
机构
[1] Minist Educ, Engn Res Ctr Pharmaceut Proc Chem, 130 Meilong Rd, Shanghai 200237, Peoples R China
[2] East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China
[3] Chongqing Bosen Pharmaceut Co Ltd, Fuan Pharmaceut Grp, Huanan Yi Rd, Chongqing 401254, Peoples R China
基金
中国国家自然科学基金;
关键词
N -substituted pyrrole-2-carboxaldehydes; atom-economic reactions; N -substituted maleimides; C-H activation; tricyclic pyrrolizines; ONE-POT SYNTHESIS; FLUORINE SCAN; C-F; CYCLOADDITION CASCADES; THROMBIN INHIBITORS; 3-COMPONENT; INDOLIZIDINES; PK(A);
D O I
10.1055/a-2290-1682
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, an atom-economic method for the synthesis of fused-ring pyrrolizine derivatives by a cycloaddition reaction of easily accessible N-substituted pyrrole-2-carboxaldehydes with N-substituted maleimides in the presence of di-tert-butyl peroxide has been successfully developed. A total of 23 compounds were obtained by using this method, with a maximum yield of 72%, providing a practical and efficient method for the synthesis of tricyclic pyrrolizine frameworks.
引用
收藏
页码:2236 / 2240
页数:5
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