Three-component assembly of 5-halo-1,2,3-triazoles via aerobic oxidative halogenation

被引：19

作者：

Li, Lingjun ^{[1
]}

Hao, Guoliang ^{[1
]}

Zhu, Anlian ^{[1
]}

Liu, Sangui ^{[1
]}

Zhang, Guisheng ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, Minist Educ, Key Lab Green Chem Media & React, Xinxiang 453007, Peoples R China

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 45期

关键词：

Aerobic oxidative halogenations; 5-Halo-1,2,3-triazole; Nucleoside; CLICK CHEMISTRY; AZIDE; CYCLOADDITION; NUCLEOTIDE; COMPLEXES; OXYGEN; ROUTE; METAL;

D O I：

10.1016/j.tetlet.2013.08.089

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An effective synthetic protocol for 5-halo-1,2,3-triazoles was developed by novel TBDMSCI (tert-butyldi-methylsily1 chloride)-activated aerobic oxidative halogenations in this Letter. TBDMSCI, for the first time, was found to activate aerobic oxidation of CuX to produce X-2 with Cu+ which then could effectively promote one-pot syntheses of 5-halo-1,2,3-triazole from alkyne, azide, and CuX (X = I, Br) under O-2 atmosphere at room temperature. The advantages in this method include inexpensive and green O-2 as oxidant, use of mild and non-oxidative additive, and wide scope of substrates. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：6057 / 6060

页数：4

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