Zinc (II) Chloride as Phase Transfer Catalyst and as Catalyst of Cycloaddition Azide Ion to Heterocumulenes and Terminal Alkynes in Organic Solvents

被引：6

作者：

Vorona, Svetlana V. ^{[1
]}

Zevatskii, Yuri E. ^{[1
]}

Myznikov, Leonid, V ^{[1
]}

机构：

[1] St Petersburg State Inst Technol, Dept Chem Technol Organ Dyes & Phototrop Cpds, Moskovsky Ave 26, St Petersburg 190013, Russia

来源：

CHEMISTRYSELECT | 2019年 / 4卷 / 36期

关键词：

azide; cycloaddition; heterocumulene; zinc chloride; tetrazole; TETRAZOLE FORMATION; 1,2,3-TRIAZOLES; NITRILES; ACID;

D O I：

10.1002/slct.201903162

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The system of NaN3-ZnCl2 in organic solvents is effective for azide ion cycloaddition to heterocumulenes and terminal alkynes. The reaction proceeds readily in the case of heterocumulenes, so these transformations fall into the category of click reactions. The study on the reaction mechanism showed that role of zinc salt consists in transferring azide ion to the organic phase and decreasing the energy barrier of nucleophilic addition of azide ion to the unsaturated substrate.

引用

页码：10846 / 10850

页数：5

共 17 条

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