Domino synthesis of fully substituted pyridines by silver-catalyzed chemoselective hetero-dimerization of isocyanides

被引：13

作者：

Hu, Zhongyan ^{[1
]}

Zhang, Mingyue ^{[1
]}

Zhou, Qinghua ^{[1
]}

Xu, Xianxiu ^{[1
]}

Tang, Bo ^{[1
]}

机构：

[1] Shandong Normal Univ, Minist Educ, Coll Chem Chem Engn & Mat Sci, Key Lab Mol & Nano Probes, Jinan 250014, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2020年 / 7卷 / 03期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

MULTICOMPONENT REACTIONS; 3-COMPONENT SYNTHESIS; CROSS-CYCLOADDITION; ANNULATION; ROUTE; ISONITRILES; REACTIVITY; INSERTION; DESIGN; CONSTRUCTION;

D O I：

10.1039/c9qo01333d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A silver-catalyzed hetero-dimerization of various vinyl isocyanides with isocyanoacetamides has been developed. This multistep domino reaction provides a facile protocol for the expedient synthesis of fully substituted pyridines in a single operation from readily available starting materials. An amidoketenimine and an azabutadienylketene are proposed as the key intermediates involved in this domino transformation. In addition, the resulting polysubstituted pyridines can be conveniently converted to pyridine-fused polycyclic frameworks.

引用

页码：507 / 512

页数：6

共 75 条

[1] Chiral teleinduction in the polymerization of isocyanides [J].