DBU-promoted tandem Michael-addition/cyclization for the synthesis of polysubstituted pyrroles

被引:11
作者
Yang, Tianyu [1 ]
Wang, Ke-Hu [1 ]
Huang, Danfeng [1 ]
Li, Pengfei [1 ]
Deng, Zhoubin [1 ]
Su, Yinpeng [1 ]
Hu, Yulai [1 ,2 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Gansu, Peoples R China
[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China
基金
中国国家自然科学基金;
关键词
alpha; beta-unsaturated ynones; Glycine ethyl ester; Pyrroles; Michael addition; Cyclization; Tandem reaction; EFFICIENT SYNTHESIS; BIOLOGICAL EVALUATION; ACETYLENIC KETONES; CONVENIENT METHOD; FLOW SYNTHESIS; DERIVATIVES; COPPER; CYCLOISOMERIZATION; DIMERIZATION; CYCLIZATION;
D O I
10.1016/j.tet.2019.02.057
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and transition-metal-free method for the synthesis of the structurally diversified pyrroles is described. Various alpha,beta-unsaturated ynones reacted with N-substituted ethyl glycine ethyl ester hydro-chlorides in the presence of DBU to form the corresponding products in good yields. This protocol has the advantages of readily available starting materials, mild reaction conditions and a wide scope of substrates, which provides a practical route for the synthesis of polysubstituted pyrroles. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2291 / 2297
页数:7
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