Competition of the R3P/DAAD and RNC/DAAD zwitterions in their production and reaction with aromatic carboxylic acids:: A novel binucleophilic system for three-component synthesis of 2-aminofurans

被引：18
作者：
Alizadeh, Abdolali [1 ]
Rostamnia, Sadegh [1 ]
Zhu, Long-Guan [2 ]
机构：
[1] Tarbiat Modares Univ, Dept Chem, Tehran 18716, Iran
[2] Zhejiang Univ, Dept Chem, Hangzhou 310027, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2008年 / 11期
关键词：
isocyanide; trialkyl phosphine; trialkyl phosphite; di-alkyl acetylenedicarboxylate; aromatic carboxylic acid; multicomponent reaction; aminofuran;
D O I：
10.1055/s-2008-1067028
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We recently reported a new class of triphenylphosphine and isocyanide based multicomponent reactions (Ph3P/DAAD and IMCRs/DAAD) mediated by R3P/DAAD and RNC/DAAD zwitter-ionic intermediates in the presence of CH, OH, and NH acids. Herein. the reactions of Huisgen 1:1 zwitterionic intermediates, generated from diallyl acetylenedicarboxylates (DAAD), trivalent phosphorus reagents, and isocyanides, with aromatic carboxylic acids as initial proton source are investigated. This novel binucleophilic (R3P-RNC/DAAD) system afforded 2-aminofuran derivatives.
引用
收藏
页码：1788 / 1792
页数：5
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