Bronsted Acid-Catalyzed Three-Component 1,3-Dipolar Cycloadditions of 1,2-Disubstituted Alkynes with Aldehyde-Generated Azomethine Ylides

被引：2

作者：

Tan, Wei

Du, Bai-Xiang

Guo, Lu

Li, Mei

Xing, Gui-Juan

Shi, Feng ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Peoples R China

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2015年 / 52卷 / 04期

基金：

中国国家自然科学基金;

关键词：

DIVERSITY-ORIENTED SYNTHESIS; CHIRAL CALCIUM COMPLEXES; ASYMMETRIC CATALYSIS; PROLINE DERIVATIVES; CYCLO-ADDITIONS; ESTERS; NITROALKENES; CONSTRUCTION; CHEMISTRY; OLEFINS;

D O I：

10.1002/jhet.2111

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first 1,3-dipolar cycloadditions (1,3-DCs) of 1,2-disubstituted alkynes with aldehyde-generated azomethine ylides have been established, leading to the efficient synthesis of poly-substituted 2,5-dihydropyrroles. The Bronsted acid-catalyzed three-component 1,3-DCs of but-2-ynedioates, aldehydes, and diethyl 2-aminomalonate tolerate a wide range of substrates, offering structurally diverse poly-substituted 2,5-dihydropyrroles in high yields. This protocol not only provides an easy and efficient approach to poly-substituted 2,5-dihydropyrroles but also greatly enriches the chemistry of 1,3-DCs, especially alkyne-involved 1,3-DCs.

引用

收藏

页码：1055 / 1061

页数：7

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