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串联催化:一锅法从炔酸和芳基碘到 1,2,3-三唑。

Tandem catalysis: from alkynoic acids and aryl iodides to 1,2,3-triazoles in one pot.

机构信息

Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovak Republic.

出版信息

J Org Chem. 2011 Apr 15;76(8):2613-8. doi: 10.1021/jo1024927. Epub 2011 Mar 10.

Abstract

A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.

摘要

一种基于炔酸脱羧偶联和叠氮化物 1,3-偶极环加成的串联催化协议,能够高效合成各种功能化的 1,2,3-三唑。该三步一锅法避免了使用气态或高挥发性末端炔烃,将潜在不稳定和易爆叠氮化物的处理量降至最低,并以极好的收率和非常高的纯度提供目标结构,无需额外的纯化。

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