The Reaction of N-Isocyaniminotriphenylphosphorane With Biacetyl in the Presence of (E)-Cinnamic Acids: Synthesis of Fully Substituted 1,3,4-Oxadiazole Derivatives via Intramolecular AZA-Wittig Reactions of in Situ Generated Iminophosphoranes

被引:18
作者
Ramazani, Ali [1 ]
Abdian, Behnaz [1 ]
Nasrabadi, Fatemeh Zeinali [1 ]
Rouhani, Morteza [2 ]
机构
[1] Univ Zanjan, Dept Chem, Zanjan, Iran
[2] Islamic Azad Univ, Zanjan Branch, Young Researchers Club, Zanjan, Iran
基金
美国国家科学基金会;
关键词
N-isocyaniminotriphenylphosphorane; biacetyl; (E)-cinnamic acid; 1; 3; 4-oxadiazole; aza-Wittig reaction; AROMATIC CARBOXYLIC-ACIDS; CATALYZED STEREOSELECTIVE CONVERSION; STABILIZED PHOSPHORUS YLIDES; POLYMER-SUPPORTED REAGENTS; ONE-POT SYNTHESIS; X-RAY-STRUCTURE; MULTICOMPONENT REACTIONS; 3-COMPONENT REACTION; EFFICIENT SYNTHESIS; SILICA-GEL;
D O I
10.1080/10426507.2012.700351
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Reaction of N-isocyaniminotriphenylphosphorane with biacetyl in the presence of (E)-cinnamic acids proceeds smoothly at room temperature and under neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and straightforward under mild conditions and no side reactions are observed.
引用
收藏
页码:642 / 648
页数:7
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