A green method for the synthesis of bis-indolylmethanes and 3,3′-indolyloxindole derivatives using cellulose sulfuric acid under solvent-free conditions

被引:29
作者
Alinezhad, Heshmatollah [1 ]
Haghighi, Asefeh Hagh [1 ]
Salehian, Fatemeh [1 ]
机构
[1] Mazandaran Univ, Fac Chem, Babol Sar, Iran
关键词
Aldehydes; Ketones; Cellulose sulfuric acid; Bis-indolylmethanes; 3,3 '-Diindolyloxindole derivatives; EFFICIENT SYNTHESIS; HETEROGENEOUS CATALYST; BIS(INDOLYL)METHANES; VERSATILE; CHLORIDE; INDOLES;
D O I
10.1016/j.cclet.2009.09.001
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient green protocol for the preparation of bis-indolylmethanes, bis-2-methylindolylmethanes, bis-1-methylindolylmethanes and 3,3'-diindolyloxindole derivatives from the reaction of indoles with various aldehydes and ketones in the presence of cellulose sulfuric acid under solvent-free conditions is reported. The significant features of this procedure are high yields of the products, mild reaction, solvent-free condition and non-toxicity of the catalyst. (C) 2009 Heshmatollah Alinezhad. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:183 / 186
页数:4
相关论文
共 20 条
[1]   Highly efficient synthesis of bis(indolyl)methanes in water [J].
Azizi, Najmodin ;
Torkian, Lalleh ;
Saidi, Mohammad R. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 275 (1-2) :109-112
[2]   Ammonium chloride catalyzed one-pot diindolylmethanes under solvent-free synthesis of conditions [J].
Azizian, Javad ;
Teimouri, Fatemeh ;
Mohammadizadeh, Mohammad Reza .
CATALYSIS COMMUNICATIONS, 2007, 8 (07) :1117-1121
[3]   Silica sulfuric acid a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives [J].
Azizian, Javad ;
Mohammadi, Ali A. ;
Karimi, Narges ;
Mohammadizadeh, Mohammad R. ;
Karimi, Ali R. .
CATALYSIS COMMUNICATIONS, 2006, 7 (10) :752-755
[4]  
Bandgar BP, 2004, MONATSH CHEM, V135, P1265, DOI 10.1007/s00706-004-0206-6
[5]   ZrOCl2•8H2O/silica gel as a new efficient and a highly water-tolerant catalyst system for facile condensation of indoles with carbonyl compounds under solvent-free conditions [J].
Firouzabadi, H ;
Iranpoor, N ;
Jafarpour, M ;
Ghaderi, A .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 253 (1-2) :249-251
[6]   Aluminumdodecatungstophosphate (AlPW12O40), a versatile and a highly water tolerant green Lewis acid catalyzes efficient preparation of indole derivatives [J].
Firouzabadi, H ;
Iranpoor, N ;
Jafari, AA .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 244 (1-2) :168-172
[7]   STEREOCONTROLLED SYNTHESIS OF (-)-HAPALINDOLE-G [J].
FUKUYAMA, T ;
CHEN, XQ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3125-3126
[8]   Facile synthesis of bis(indolyl)methanes using catalytic amount of iodine at room temperature under solvent-free conditions [J].
Ji, SJ ;
Wang, SY ;
Zhang, Y ;
Loh, TP .
TETRAHEDRON, 2004, 60 (09) :2051-2055
[9]   HClO4-SiO2 as a novel and recyclable catalyst for the synthesis of bis-indolylmethanes and bis-indolylglycoconjugates [J].
Kamble, Vinod T. ;
Kadam, Kailash R. ;
Joshi, Neeta S. ;
Muley, Dnyanoba B. .
CATALYSIS COMMUNICATIONS, 2007, 8 (03) :498-502
[10]   A mild and efficient synthesis of bis-indolylmethanes catalyzed by sulfamic acid [J].
Li, WJ ;
Lin, XF ;
Wang, J ;
Li, GL ;
Wang, YG .
SYNTHETIC COMMUNICATIONS, 2005, 35 (21) :2765-2769