A simple and efficient one step synthesis of 1,3,4-oxadiazoles utilizing polymer-supported reagents and microwave heating

被引:89
作者
Wang, Y [1 ]
Sauer, DR [1 ]
Djuric, SW [1 ]
机构
[1] Abbott Labs, High Throughput Organ Synth Grp, Med Chem Technol, Global Pharmaceut Res & Dev, Abbott Pk, IL 60064 USA
关键词
D O I
10.1016/j.tetlet.2005.10.131
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3,4-Oxadiazoles can be rapidly and efficiently synthesized from a variety of carboxylic acids and acid hydrazides in one simple step. The use of commercially available PS-PPh3 resin combined with microwave heating delivered the product 1,3,4-oxadiazoles in high yields and purities. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:105 / 108
页数:4
相关论文
共 30 条
[1]   The rapid preparation of 2-aminosulfonamide-1,3,4-oxadiazoles using polymer-supported reagents and microwave heating [J].
Baxendale, IR ;
Ley, SV ;
Martinelli, M .
TETRAHEDRON, 2005, 61 (22) :5323-5349
[2]   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
[3]   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
[4]   Synthesis of 1,3,4-oxadiazoles using polymer-supported reagents [J].
Brain, CT ;
Brunton, SA .
SYNLETT, 2001, (03) :382-384
[5]  
Brown BJ, 2000, SYNLETT, P131
[6]   IMPROVED FISCHER INDOLE REACTION FOR THE PREPARATION OF N,N-DIMETHYLTRYPTAMINES - SYNTHESIS OF L-695,894, A POTENT 5-HT1D RECEPTOR AGONIST [J].
CHEN, CY ;
SENANAYAKE, CH ;
BILL, TJ ;
LARSEN, RD ;
VERHOEVEN, TR ;
REIDER, PJ .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (13) :3738-3741
[7]   Efficient one-pot preparation of 5-substituted-2-amino-1,3,4-oxadiazoles using resin-bound reagents [J].
Coppo, FT ;
Evans, KA ;
Graybill, TL ;
Burton, G .
TETRAHEDRON LETTERS, 2004, 45 (16) :3257-3260
[8]   THE CHEMISTRY OF PSEUDOMONIC ACID .10. PREPARATION OF HETEROCYCLIC-DERIVATIVES [J].
CRIMMIN, MJ ;
OHANLON, PJ ;
ROGERS, NH ;
WALKER, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (11) :2047-2057
[9]  
Drewry DH, 1999, MED RES REV, V19, P97, DOI 10.1002/(SICI)1098-1128(199903)19:2<97::AID-MED2>3.0.CO
[10]  
2-Y