An Improved Protocol for the Preparation of 5-Substituted Tetrazoles from Organic Thiocyanates and Nitriles

被引：90

作者：

Vorona, Svetlana ^{[1
]}

Artamonova, Tatiana ^{[1
]}

Zevatskii, Yuri ^{[1
]}

Myznikov, Leonid ^{[1
]}

机构：

[1] St Petersburg State Univ Technol & Design, St Petersburg 191186, Russia

来源：

SYNTHESIS-STUTTGART | 2014年 / 46卷 / 06期

关键词：

tetrazoles; nitriles; thiocyanates; cycloaddition; azides; zinc salts; CATALYZED SYNTHESIS; 1H-TETRAZOLES;

D O I：

10.1055/s-0033-1340616

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Organic thiocyanates and nitriles are converted efficiently into the corresponding 5-substituted 1H-tetrazoles by treatment with zinc(II) chloride and sodium azide in aliphatic alcohols. The presented procedure provides mild reaction conditions, short reaction times, and good to excellent yields for a wide range of substrates, including deactivated aliphatic nitriles and thermally unstable thiocyanates.

引用

页码：781 / 786

页数：6

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