Base-mediated reaction of vinyl bromides with aryl azides: one-pot synthesis of 1,5-disubstituted 1,2,3-triazoles

被引：34

作者：

Wu, Luyong ^{[1
,2
]}

Chen, Yuxue ^{[2
]}

Luo, Jianheng ^{[1
]}

Sun, Qi ^{[1
]}

Peng, Mingsheng ^{[1
,2
]}

Lin, Qiang ^{[1
,2
]}

机构：

[1] Hainan Normal Univ, Coll Chem & Chem Engn, Haikou 571158, Peoples R China

[2] Hainan Normal Univ, Key Lab Trop Med Plant Chem, Minist Educ, Haikou 571158, Peoples R China

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 29期

关键词：

1,2,3-Triazole; Vinyl bromide; Azide; (KOBu)-Bu-t; One-pot reaction; RUTHENIUM-CATALYZED CYCLOADDITION; PD(0)-CU(I) BIMETALLIC CATALYST; SODIUM-AZIDE; CLICK CHEMISTRY; TERMINAL ALKYNES; ANTI-3-ARYL-2,3-DIBROMOPROPANOIC ACIDS; PROTECTED ALKYNES; ORGANIC AZIDES; IN-SITU; TRIAZOLES;

D O I：

10.1016/j.tetlet.2014.03.029

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot base-mediated reaction of azides and beta- or alpha-vinyl bromides has been reported. The effects of bases and solvents have been investigated in the process. A variety of 1,5-disubstituted triazoles were prepared in low to good yields. Further studies reveal that the corresponding alkynes were produced as intermediates via elimination reaction. Under the same reaction conditions, the reactions of alkyl alkynes with phenyl azide would give 1,5-disubstituted 1,2,3-triazoles. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：3847 / 3850

页数：4

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