One-pot synthesis of 2-amino-4H-chromenes catalyzed by Fe(ClO4)3/SiO2

被引:15
作者
Behbahani, F. K. [1 ]
Naderi, M. [1 ]
机构
[1] Islamic Azad Univ, Karaj Branch, Dept Chem, Karaj, Iran
关键词
three-component synthesis; 2-amino-4H-chromene; Fe(ClO4)(3)/SiO2; catalyst; BASIC IONIC LIQUID; EFFICIENT SYNTHESIS; AQUEOUS-MEDIA; DERIVATIVES; GREEN;
D O I
10.1134/S1070363216120434
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient one-pot three-component synthesis of 2-amino-3-cyano-4H-chromenes has been developed by annulation of aldehydes, malononitrile and dimedone in the presence of Fe(ClO4)(3)/SiO2 as a catalyst in acetonitrile under reflux conditions. The simple experimental procedure, short reaction times and high yields are the advantages of this method. A probable mechanism of the process is proposed.
引用
收藏
页码:2804 / 2806
页数:3
相关论文
共 16 条
[1]   Tetra-methyl ammonium hydroxide:: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].
Balalaie, Saeed ;
Sheikh-Ahmadi, Masoumeh ;
Bararjanian, Morteza .
CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1724-1728
[2]   Molecular iodine: An efficient catalyst for the synthesis of tetrahydrobenzo[b]pyrans [J].
Bhosale, Rajesh S. ;
Magar, Chandrakant V. ;
Solanke, Kuldeep S. ;
Mane, Sandeep B. ;
Choudhary, Sunil S. ;
Pawar, Rajendra P. .
SYNTHETIC COMMUNICATIONS, 2007, 37 (22-24) :4353-4357
[3]   N,N-Dimethylamino-Functionalized Basic Ionic Liquid Catalyzed One-Pot Multicomponent Reaction for the Synthesis of 4H-Benzo[b]pyran Derivatives under Solvent-Free Condition [J].
Chen, Lu ;
Li, Yi-Qun ;
Huang, Xu-Jiang ;
Zheng, Wen-Jie .
HETEROATOM CHEMISTRY, 2009, 20 (02) :91-94
[4]  
HAFEZ EAA, 1987, HETEROCYCLES, V26, P903
[5]   Sodium selenate catalyzed simple and efficient synthesis of tetrahydro benzo[b]pyran derivatives [J].
Hekmatshoar, Rahim ;
Majedi, Soma ;
Bakhtiari, Khadijeh .
CATALYSIS COMMUNICATIONS, 2008, 9 (02) :307-310
[6]   Hydrated ferric perchlorate, Fe(ClO4)3.XH2O in organic synthesis.: A short review [J].
Heravi, M. M. ;
Behbahani, F. K. .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2007, 4 (04) :375-392
[7]  
Jiang ZQ, 2005, CHINESE J CHEM, V23, P1085
[8]   A benign synthesis of 2-amino-4H-chromene in aqueous medium using hydrotalcite (HT) as a heterogeneous base catalyst [J].
Kale, Sandip R. ;
Kahandal, Sandeep S. ;
Burange, Anand S. ;
Gawande, Manoj B. ;
Jayaram, Radha V. .
CATALYSIS SCIENCE & TECHNOLOGY, 2013, 3 (08) :2050-2056
[9]  
Kappe CO, 1997, TETRAHEDRON, V53, P2803
[10]   Solvent-free Knoevenagel condensations and Michael additions in the solid state and in the melt with quantitative yield [J].
Kaupp, G ;
Naimi-Jamal, MR ;
Schmeyers, J .
TETRAHEDRON, 2003, 59 (21) :3753-3760