Solvent-free synthesis of highly functionalized indole-based 4,5-dihydrofurans and evaluation of their antioxidant activity

被引:2
|
作者
Baharfar, Robabeh [1 ]
Azimi, Razieh [2 ]
Asdollahpour, Zeinab [1 ]
Bagheri, Hashem [1 ]
机构
[1] Univ Mazandaran, Fac Chem, POB 47416-95447, Babol Sar, Iran
[2] AREEO, Res Inst Forests & Rangelands, Tehran, Iran
关键词
Indolyldihydrofuran; Tetramethylguanidine; Three-component reaction; Solvent-free synthesis; Antioxidant activity; POT MULTICOMPONENT SYNTHESIS; 3-COMPONENT SYNTHESIS; FURAN-DERIVATIVES; DOMINO REACTIONS; FACILE; DIHYDROFURAN; EFFICIENT;
D O I
10.1007/s11164-017-3140-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Facile and efficient diastereoselective synthesis of trans-indolyldihydrofurans by three-component reaction of 3-cyanoacetyl indoles with various aromatic aldehydes and N-phenacylpyridinium bromides in presence of 1,1,3,3-N,N,N',N'-tetramethylguanidine under solvent-free conditions is described. This ecofriendly protocol offers several advantages such as a cost-effective procedure with excellent yield, short reaction time, ease workup and product isolation, good functional group tolerance, and broad scope of usable substrates. The synthesized compounds were also evaluated for their antioxidant activity by 1,1-diphenyl-2-picrylhydrazyl radical scavenging assay.
引用
收藏
页码:859 / 871
页数:13
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