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

页码：4949 / 4954

页数：6

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