Metal-Free Synthesis of 5-Trifluoromethyl-1,2,4-Triazoles from Iodine-Mediated Annulation of Trifluoroacetimidoyl Chlorides and Hydrazones

被引：44
|
作者：
Hu, Sipei [1 ]
Yang, Zuguang [1 ]
Chen, Zhengkai [1 ]
Wu, Xiao-Feng [1 ,2 ]
机构：
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Peoples R China
[2] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2019年 / 361卷 / 21期
基金：
中国国家自然科学基金;
关键词：
trifluoroacetimidoyl chlorides; 5-trifluoromethyl-1; 2; 4-triazoles; metal-free; C-N bond formation; N-heterocyclic compounds; ONE-POT SYNTHESIS; 1,3-DIPOLAR CYCLOADDITION; ASYMMETRIC-SYNTHESIS; ACCESS; HETEROCYCLES; DERIVATIVES; TRIFLUOROMETHYLATION; CYCLIZATION; FLUORINE; ALKYNES;
D O I：
10.1002/adsc.201900983
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A metal-free approach for the synthesis of 5-trifluoromethyl-1,2,4-triazoles from trifluoroacetimidoyl chlorides and hydrazones has been achieved under aerobic oxidative conditions. The reaction proceeds through a cascade base-promoted intermolecular C-N bond formation and iodine-mediated intramolecular C-N bond oxidative coupling sequence. The protocol features broad substrate scope and can be scaled up to gram scale.
引用
收藏
页码：4949 / 4954
页数：6
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