A Selective Approach to Pyridine Appended 1,2,3-Triazolium Salts

被引：61
|
作者：
Bolje, Aljosa [1 ]
Kosmrlj, Janez [1 ]
机构：
[1] Univ Ljubljana, Fac Chem & Chem Technol, SI-1000 Ljubljana, Slovenia
来源：
ORGANIC LETTERS | 2013年 / 15卷 / 19期
关键词：
HETEROAROMATIC N-OXIDES; CARBENE LIGANDS; EFFICIENT DEOXYGENATION; CLICK CHEMISTRY; COMPLEXES; BOND; METHYLATION; REDUCTION; PHENOLS; REMOTE;
D O I：
10.1021/ol4024584
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A selective and highly efficient strategy to obtain a library of pyridine appended 1,4-disubstituted-3-methyl-1,2,3-triazolium salts is described. It features pyridine nitrogen protection at click-derived pyridyl-triazoles through N-oxidation with subsequent N3 alkylation of the triazole ring and deprotection. Triazolium salts are obtained in high yield and purity in either a stepwise or one-pot protocol. Preliminary data indicate their remarkable efficiency in palladium-catalyzed Suzuki-Miyaura catalysis in the environmentally benign solvent water.
引用
收藏
页码：5084 / 5087
页数：4
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