Oxidative Cyclization of Trifluoroacetimidohydrazides with D-Glucose for the Metal-Free Synthesis of 3-Trifluoromethyl-1,2,4-Triazoles

被引：10
|
作者：
Lu, Shu-Ning [1 ]
Yang, Hefei [1 ]
Zhang, Jiajun [1 ]
Chen, Zhengkai [1 ]
Wu, Xiao-Feng [2 ,3 ]
机构：
[1] Zhejiang Sci Tech Univ, Dept Chem, Key Lab Surface & Interface Sci Polymer Mat Zheji, Hangzhou 310018, Peoples R China
[2] Chinese Acad Sci, Dalian Natl Lab Clean Energy, Dalian Inst Chem Phys, Dalian 116023, Liaoning, Peoples R China
[3] Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 21期
关键词：
trifluoroacetimidohydrazides; D-glucose; oxidative cyclization reaction; 3-trifluoromethyl-1; 2; 4-triazoles; N-heterocycles; HETEROCYCLES; FLUORINE; ACIDS; 5-PERFLUOROALKYL-1,2,4-OXADIAZOLES; PHARMACEUTICALS; GENERATION; TRIAZOLES; HYDRAZINE; CELLULOSE;
D O I：
10.1002/adsc.202100989
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A metal-free oxidative cyclization of readily available trifluoroacetimidohydrazides with D-glucose for the assembly of 3-trifluoromethyl-1,2,4-triazoles has been disclosed. D-glucose is applied as C1 synthon to provide methine source in the reaction. Control experiments have been conducted to shed light on the reaction mechanism. The synthetic utility of the protocol has been explored by the implementation of scale up reaction and the synthesis of the key skeleton of NKI-receptor ligand.
引用
收藏
页码：4982 / 4987
页数：6
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