A mild and facile method for one pot synthesis of 2,5-di-substituted 1,3,4-oxadiazoles at room temperature

被引:15
作者
Rostamizadeh, Shahnaz [1 ]
Ghamkhar, Somaye [1 ]
机构
[1] KN Toosi Univ Technol, Dept Chem, Tehran, Iran
关键词
1,3,4-Oxadiazole; Acid hydrazide; Acyl halide; Phosphorus pentoxide;
D O I
10.1016/j.cclet.2008.03.027
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
2,5-Di-substituted 1,3,4-oxadiazoles 3a-n have been synthesized as a one pot procedure from the reaction of acid hydrazide 1, acyl halides 2 and phosphorus pentoxide in acetonitrile at room temperature. High yield, short reaction time (10-15 min), mild condition, and easy work-up are advantages of this methodology. (C) 2008 Shahnaz Rostamizadeh. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码:639 / 642
页数:4
相关论文
共 58 条
[1]   A CONVENIENT SYNTHESIS OF ALKYL AND ARYL SUBSTITUTED BIS-1,3,4-OXADIAZOLES [J].
ALTALIB, M ;
TASHTOUSH, H ;
ODEH, N .
SYNTHETIC COMMUNICATIONS, 1990, 20 (12) :1811-1817
[2]  
ALTALIB M, 1992, LIEBIGS ANN CHEM, V291
[3]   OXIDATION WITH METAL-OXIDES .6. OXIDATION OF BENZOYLHYDRAZONES OF ALDEHYDES, KETONES AND 1,2-DIKETONES WITH NICKEL PEROXIDE [J].
BALACHANDRAN, KS ;
GEORGE, MV .
TETRAHEDRON, 1973, 29 (14) :2119-2128
[4]   Rapid synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under microwave irradiation [J].
Bentiss, F ;
Lagrenée, M ;
Barbry, D .
SYNTHETIC COMMUNICATIONS, 2001, 31 (06) :935-938
[5]   Novel procedure for the synthesis of 1,3,4-oxadiazoles from 1,2-diacylhydrazines using polymer-supported Burgess reagent under microwave conditions [J].
Brain, CT ;
Paul, JM ;
Loong, Y ;
Oakley, PJ .
TETRAHEDRON LETTERS, 1999, 40 (16) :3275-3278
[6]  
BRAIN CT, 2001, SYNTH LETT, V382
[7]  
BROWN BJ, 2000, SYNTH LETT, V131
[8]   The chemistry of pseudomonic acid .18. Heterocyclic replacement of the alpha,beta-unsaturated ester: Synthesis, molecular modeling, and antibacterial activity [J].
Brown, P ;
Best, DJ ;
Broom, NJP ;
Cassels, R ;
OHanlon, PJ ;
Mitchell, TJ ;
Osborne, NF ;
Wilson, JM .
JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (16) :2563-2570
[9]  
CARLSEN PHJ, 1994, J HETEROCYCLIC CHEM, V31, P805
[10]   SYNTHESIS OF 2,5-BIS(POLYFLUOROALKYL)-1,3,4-OXADIAZOLES AND -THIADIAZOLES [J].
CHAMBERS, WJ ;
COFFMAN, DD .
JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (11) :4410-&