One-Pot Click Synthesis of 1N-Alkyl-4-aryl-1,2,3-triazoles from Protected Arylalkynes and Alkyl Bromides

被引：32

作者：

Ladouceur, Sebastien ^{[1
]}

Soliman, Ahmed M. ^{[1
]}

Zysman-Colman, Eli ^{[1
]}

机构：

[1] Univ Sherbrooke, Dept Chim, Sherbrooke, PQ J1K 2R1, Canada

来源：

SYNTHESIS-STUTTGART | 2011年 / 22期

基金：

加拿大自然科学与工程研究理事会;

关键词：

click chemistry; Huisgen cycloaddition; triazoles; alkynes; azides; RHENIUM TRICARBONYL COMPLEXES; SITU GENERATED AZIDES; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; TERMINAL ALKYNES; 1,3-DIPOLAR CYCLOADDITIONS; REGIOSELECTIVE SYNTHESIS; RUTHENIUM(II) COMPLEXES; IRIDIUM(III) COMPLEXES; COUPLING REACTION; LIGANDS;

D O I：

10.1055/s-0030-1260256

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1N-Alkyl-4-aryl-1,2,3-triazoles have been prepared through a multicomponent one-pot protocol from the corresponding (arylethynyl)trimethylsilanes and alkyl bromides. In situ alkyl azide formation and alkyne deprotection followed by copper(I)-catalyzed click cycloaddition afforded the desired 1,4-disubstituted 1,2,3-triazoles in generally good to excellent yield, with only minor observation of the undesired 1,5-regioisomeric cycloadduct. The protocol eliminates the need to use reactive organic azides and terminal alkynes.

引用

页码：3604 / 3611

页数：8

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