Solvent-Free FeCl3-Assisted Electrophilic Fluorine-Catalyzed Knoevenagel Condensation to Yield α,β-Unsaturated Dicarbonyl Compounds and Coumarins

被引:7
作者
Yang, Lu [1 ,2 ]
Zhu, Jiang [1 ,2 ,3 ]
Xie, Fukai [1 ,2 ,3 ]
Peng, Xiaoshi [1 ,2 ]
Lin, Bin [1 ,2 ]
Liu, Yongxiang [1 ,2 ,3 ]
Cheng, Maosheng [1 ,2 ]
机构
[1] Shenyang Pharmaceut Univ, Key Lab Struct Based Drug Design & Discovery, Minist Educ, Shenyang, Liaoning, Peoples R China
[2] Inst Drug Res Med Capital China, Benxi, Peoples R China
[3] Shenyang Pharmaceut Univ, Wuya Coll Innovat, Shenyang, Liaoning, Peoples R China
关键词
N-fluorobenzenesulfonimide; iron(III) chloride assistance; Knoevenagel condensation; coumarins; N-FLUOROBENZENESULFONIMIDE; MICROWAVE IRRADIATION; EFFICIENT SYNTHESIS; DERIVATIVES; ACID; ALDEHYDES; HYDROGENATION; MALONONITRILE; INHIBITOR; ABSENCE;
D O I
10.1134/S1070428019070236
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly environmentally friendly procedure was developed for the Knoevenagel condensation of aromatic aldehydes with diethyl malonate in the presence of FeCl3 and N-fluorobenzenesulfonimide as a source of electrophilic fluorine under solvent-free conditions. The scope of the reaction was explored using commercially available substrates. The reaction with substituted salicylaldehydes afforded the corresponding coumarin derivatives which attract interest due to their potential medicinal importance.
引用
收藏
页码:1053 / 1060
页数:8
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