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：17

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

页码：1788 / 1792

页数：5

共 39 条

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