A One-Pot Efficient Four-Component Reaction for the Synthesis of 2-(Arylamino)-2-(5-aryl-1,3,4-oxadiazol-2-yl)propyl Benzoate (or Acetate) Derivatives

被引：18
作者：
Ramazani, Ali [1 ]
Ahmadi, Yavar [1 ]
Malekzadeh, Asemeh Mashhadi [1 ]
Rezaei, Aram [2 ]
机构：
[1] Zanjan Univ, Dept Chem, Zanjan, Iran
[2] Islamic Azad Univ, Zanjan Branch, Young Researchers Club, Zanjan, Iran
来源：
HETEROATOM CHEMISTRY | 2011年 / 22卷 / 06期
关键词：
STABILIZED PHOSPHORUS YLIDES; X-RAY-STRUCTURE; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; (N-ISOCYANIMINO)TRIPHENYLPHOSPHORANE;
D O I：
10.1002/hc.20735
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Reactions of (N-isocyanimino) triphenylphosphorane with 2-oxopropylbenzoate (or acetate) in the presence of aromatic carboxylic acids and primary amines proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions, and no side reactions were observed. (C) 2011 Wiley Periodicals, Inc. Heteroatom Chem 22: 692-698, 2011; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20735
引用
收藏
页码：692 / 698
页数：7
相关论文
共 37 条
[1]   Synthesis, structure, and transformation of novel osmium azine and ylide complexes [J].
Chiu, TW ;
Liu, YH ;
Chi, KM ;
Wen, YS ;
Lu, KL .
INORGANIC CHEMISTRY, 2005, 44 (18) :6425-6430
[2]   Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[3]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[4]  
2-U
[5]  
Hill J., 1996, COMPREHENSIVE HETERO, V4, P267
[6]  
Kasumi I., 2007, J LABELLED COMPD RAD, V50, P251
[7]  
MOLINA P, 1994, SYNTHESIS-STUTTGART, P1197
[8]   One-pot synthesis of fluorine-containing alkenes from in situ-generated stabilized phosphorus ylides [J].
Pakravan, Parvaneh ;
Ramazani, Ali ;
Noshiranzadeh, Nader ;
Sedrapoushan, Alireza .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (03) :545-549
[9]   Synthetic Applications of Intramolecular Aza-Wittig Reaction for the Preparation of Heterocyclic Compounds [J].
Palacios, Francisco ;
Aparicio, Domitila ;
Rubiales, Gloria ;
Alonso, Concepcion ;
de los Santos, Jesus M. .
CURRENT ORGANIC CHEMISTRY, 2009, 13 (08) :810-828
[10]   One-pot, three-component synthesis of dialkyl 1,2-dihydroquinoline-2,3-dicarboxylates from triphenylphosphine, acetylenic esters, and amide derivatives of 2-aminobenzaldehyde in aqueous acetone [J].
Ramazani, A ;
Ahmadi, E ;
Kazemizadeh, AR ;
Dolatyari, L ;
Noshiranzadeh, N ;
Eskandari, I ;
Souldozi, A .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (11) :2419-2422
1234