A novel synthesis of aminofurans using a four-component reaction

被引：31

作者：

Alizadeh, Abdolali ^{[1
]}

Rostamnia, Sadegh ^{[1
]}

Zoreh, Nasrin ^{[1
]}

Oskueyan, Qasem ^{[1
]}

机构：

[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran

来源：

SYNLETT | 2007年 / 10期

关键词：

alkyl isocyanide; dialkyl acetylenedicarboxylate; carboxylic acid; multicomponent reaction; triphenylphosphine;

D O I：

10.1055/s-2007-982540

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Protonation of the reactive intermediate produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by carboxylic acid leads to vinylphosphonium salts, which undergo nucleophilic reaction with carboxylate anion to produce dialkyl (E)-2-aroyl-2-butenedioate. This intermediate is trapped with isocyanide to produce dialkyl 2-(alkylamino)-5-(aryl)3,4-furandicarboxylate.

引用

页码：1610 / 1612

页数：3

共 58 条

[1] One-step synthesis of dialkyl 2-[(4-methylphenyl)sulfonyl]-1H-pyrrole-3,4-dicarboxylates by reaction of acetylenedicarboxylates with 'tosylmethyl isocyanide' (TsMIC) and triphenylphosphine [J].