Ionic liquid 1-butyl-3-methylimidazolium bromide ([Bmim]Br) as a green and neutral reaction media for the catalyst-free synthesis of 1-amidoalkyl-2-naphthols

被引:31
作者
Zare, A.
Hasaninejad, A. [1 ]
Beni, A. Salimi [2 ]
Moosavi-Zare, A. R. [3 ,4 ]
Merajoddin, M.
Kamali, E.
Akbari-Seddigh, M.
Parsaee, Z.
机构
[1] Persian Gulf Univ, Fac Sci, Dept Chem, Bushehr, Iran
[2] Univ Yasuj, Dept Chem, Yasuj, Iran
[3] Bu Ali Sina Univ, Fac Chem, Hamadan, Iran
[4] Bu Ali Sina Univ, Div Organ Chem, Hamadan, Iran
关键词
1-Amidoalkyl-2-naphthol; Catalyst-free; Ionic liquid; Multi-component reaction; Microwave; EFFICIENT SYNTHESIS; AMIDOALKYL NAPHTHOLS; HIGHLY EFFICIENT; MICROWAVE IRRADIATION; EXPEDITIOUS SYNTHESIS; REUSABLE CATALYST; FACILE SYNTHESIS; FREE PROTOCOL; ONE-POT; SOLVENT;
D O I
10.1016/j.scient.2011.05.005
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
An efficient and simple new method for the preparation of 1-amidoalkyl-2-naphthols as biologically interesting compounds is described. The one-pot multi-component condensation of beta-naphthol, aromatic aldehydes and acetamide/urea in ionic liquid 1-butyl-3-methylimidazolium bromide ([Bmim]Br) under microwave and catalyst-free conditions affords the title compounds at high yields and in short reaction times. (C) 2011 Sharif University of Technology. Production and hosting by Elsevier B.V. All rights reserved.
引用
收藏
页码:433 / 438
页数:6
相关论文
共 52 条
[1]   Straightforward and highly efficient catalyst-free one-pot synthesis of dithiocarbamates under solvent-free conditions [J].
Azizi, Najmedin ;
Aryanasab, Fezzeh ;
Saidi, Mohammad R. .
ORGANIC LETTERS, 2006, 8 (23) :5275-5277
[2]   NEW ANTIANGINAL NITRO ESTERS WITH REDUCED HYPOTENSIVE ACTIVITY - SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF 3-[(NITROOXY)ALKYL]-2H-1,3-BENZOXAZIN-4(3H)-ONES [J].
BENEDINI, F ;
BERTOLINI, G ;
CEREDA, R ;
DONA, G ;
GROMO, G ;
LEVI, S ;
MIZRAHI, J ;
SALA, A .
JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (01) :130-136
[3]   SYNTHESIS AND ANTIHYPERTENSIVE ACTIVITY OF 4'-SUBSTITUTED SPIRO[4H-3,1-BENZOXAZINE-4,4'-PIPERIDIN]-2(1H)-ONES [J].
CLARK, RD ;
CAROON, JM ;
KLUGE, AF ;
REPKE, DB ;
ROSZKOWSKI, AP ;
STROSBERG, AM ;
BAKER, S ;
BITTER, SM ;
OKADA, MD .
JOURNAL OF MEDICINAL CHEMISTRY, 1983, 26 (05) :657-661
[4]   Synthesis of highly functionalized oxazines by Vilsmeier cyclization of amidoalkyl naphthols [J].
Damodiran, M. ;
Selvam, N. Panneer ;
Perumal, Paramasivan T. .
TETRAHEDRON LETTERS, 2009, 50 (39) :5474-5478
[5]   Iodine catalyzed preparation of amidoalkyl naphthols in solution and under solvent-free conditions [J].
Das, Biswanath ;
Laxminarayana, Keetha ;
Ravikanth, B. ;
Rao, B. Rama .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 261 (02) :180-183
[6]  
Dingermann T., 2004, In Molecular Biology in Medicinal Chemistry
[7]  
DOREHGIRAEE A, 2001, ARKIVOC, V7, P303
[8]   Fast and efficient synthesis of 10-aryl-2,7-dimethyl-4,5-dioxo-3,6,9-trioxa-3,4,5,6,9,10-hexahydroanthracene under microwave irradiation without catalyst [J].
Gao, Yuan ;
Tu, Shujiang ;
Shi, Feng ;
Wang, Qian ;
Zhu, Xiaotong ;
Shi, Daqing .
SYNTHETIC COMMUNICATIONS, 2007, 37 (10) :1603-1608
[9]   Montmorillonite K10 catalyzed efficient synthesis of arnidoalkyl naphthols under solvent free conditions [J].
Kantevari, Srinivas ;
Vuppalapati, Srinivasu V. N. ;
Nagarapu, Lingaiah .
CATALYSIS COMMUNICATIONS, 2007, 8 (11) :1857-1862
[10]  
Khazaei A, 2010, SCI IRAN TRANS C, V17, P31