Copper(I)-mediated carboamination of vinyl azides by aryldiazonium salts: synthesis of N2-substituted 1,2,3-triazoles

Zhenhua Liu; Huimin Ji; Wen Gao; Guangyu Zhu; Lili Tong; Fengcai Lei; Bo Tang

doi:10.1039/C7CC02391J

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Copper(i)-mediated carboamination of vinyl azides by aryldiazonium salts: synthesis of N²-substituted 1,2,3-triazoles†

Zhenhua Liu,‡^a Huimin Ji,‡^a Wen Gao,*^a Guangyu Zhu,^a Lili Tong,^a Fengcai Lei^a and Bo Tang

*^a

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* Corresponding authors

^a College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Institute of Biomedical Sciences, Shandong Normal University, Jinan 250014, P. R. China
E-mail: gaowen@sdnu.edu.cn, tangb@sdnu.edu.cn

Abstract

A copper(I)-mediated carboamination cascade reaction between vinyl azides and aryldiazonium salts is described. Functionally diverse N²-substituted 1,2,3-triazoles were obtained in moderate to good yields through novel difunctionalization of vinyl azides by aryldiazonium salt sources. This method has a wide scope, good functional-group tolerance and insensitivity to an ambient atmosphere.

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Article information

DOI: https://doi.org/10.1039/C7CC02391J
Article type: Communication
Submitted: 29 Mar 2017
Accepted: 18 May 2017
First published: 18 May 2017

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Chem. Commun., 2017,53, 6259-6262

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Copper(I)-mediated carboamination of vinyl azides by aryldiazonium salts: synthesis of N²-substituted 1,2,3-triazoles

Z. Liu, H. Ji, W. Gao, G. Zhu, L. Tong, F. Lei and B. Tang, Chem. Commun., 2017, 53, 6259 DOI: 10.1039/C7CC02391J

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Chemical Communications