A general and efficient one-pot synthesis of spiro [2-amino-4H-pyrans] via tandem multi-component reactions catalyzed by Dabco-based ionic liquids

被引:50
作者
Li, Ming-Ming [1 ,2 ]
Duan, Chao-Shu [1 ,2 ]
Yu, Ya-Qin [3 ]
Xu, Da-Zhen [1 ,2 ]
机构
[1] Nankai Univ, Natl Engn Res Ctr Pesticide Tianjin, State Key Lab, Coll Chem, Tianjin 300071, Peoples R China
[2] Nankai Univ, Coll Chem, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Tianjin Normal Univ, Key Lab Water Environm & Resources, Tianjin 300387, Peoples R China
基金
中国国家自然科学基金;
关键词
Spiro[2-amino-4H-pyrans; Isatins; Spiro-oxindole heterocycles; Ionic liquid catalysts; Tandem reaction; KNOEVENAGEL-MICHAEL REACTION; STRUCTURE-BASED DESIGN; KNOEVENAGEL/MICHAEL/CYCLIZATION SEQUENCE; 3-COMPONENT SYNTHESIS; RECYCLABLE CATALYST; HIGHLY EFFICIENT; AQUEOUS-MEDIUM; DERIVATIVES; SPIROOXINDOLES; STRATEGIES;
D O I
10.1016/j.dyepig.2017.12.007
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple and highly efficient procedure for general synthesis of densely functionalized spiro[4H-pyran-3,3'-oxindole] derivatives from a wide range of carbonyl compounds, active methylenes and various kinds of enols catalyzed by Dabco-base ionic liquids has been successfully developed. All the reactions undergo an tandem Knoevenagel-Michael-cyclization process and afford the desired products in excellent yields within short times. The ionic liquid catalyst is inexpensive and which could be easily recycled and reused five times without significant loss of catalytic activity.
引用
收藏
页码:202 / 206
页数:5
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