General Silver-Catalyzed Hydroazidation of Terminal Alkynes by Combining TMS-N3 and H2O: Synthesis of Vinyl Azides

被引：92

作者：

Liu, Zhenhua ^{[1
]}

Liao, Peiqiu ^{[1
]}

Bi, Xihe ^{[1
,2
]}

机构：

[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China

[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 14期

关键词：

DIVERGENT SYNTHESIS; BOND-CLEAVAGE; TRIAZO-GROUP; PYRROLES; THIOPHENES; COPPER; CYCLOPROPANOLS; CYCLOADDITION; DECOMPOSITION; NITROGENATION;

D O I：

10.1021/ol501661k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general hydroazidation of unactivated alkynes using silver catalysis is reported. The reactions of diverse terminal alkynes with trimethylsilyl azide (TMS-N-3) in the presence of H2O afforded the corresponding vinyl azides in good to excellent yields. This reaction has a broad substrate scope, good functional group tolerance, simple operation, and high reaction efficiency, thus providing an easy access to various functionalized vinyl azides.

引用

页码：3668 / 3671

页数：4

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