Metal-Free C-N- and N-N-Bond Formation: Synthesis of 1,2,3-Triazoles from Ketones, N-Tosylhydrazines, and Amines in One Pot

被引：78

作者：

Chen, Zhengkai ^{[1
]}

Yan, Qiangqiang ^{[1
]}

Liu, Zhanxiang ^{[1
]}

Zhang, Yuhong ^{[1
,2
]}

机构：

[1] Zhejiang Univ, Dept Chem, ZJU NHU United R&D Ctr, Hangzhou 310027, Peoples R China

[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2014年 / 20卷 / 52期

关键词：

anilines; ketones; metal-free reactions; synthetic methods; 1,2,3-triazoles; AZIDE-ALKYNE CYCLOADDITION; CLICK CHEMISTRY; METHYL KETONES; 1.3-DIPOLARE CYCLOADDITIONEN; 1,3-DIPOLAR CYCLOADDITIONS; REGIOSELECTIVE SYNTHESIS; SULFONYL HYDRAZIDES; EFFICIENT SYNTHESIS; TRIAZOLE FORMATION; TERMINAL ALKYNES;

D O I：

10.1002/chem.201405057

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles by C-N- and N-N-bond formation has been established under transition-metal-free conditions. Complete control of the regioselectivity was successfully achieved. Commercially available anilines, ketones, and N-tosylhydrazine were treated with molecular iodine in one pot to allow the regioselective generation of 1,4-disubstituted 1,2,3-triazoles in high yields without the use of azides.

引用

页码：17635 / 17639

页数：5

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