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

页码：5084 / 5087

页数：4

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