A metal-free route towards 1,5-disubstituted 1,2,3-triazolylmethylene linked disaccharides: Synthesis in a biodegradable hydroxyl-ammonium-based aqueous ionic liquid media

被引：7

作者：

Kayet, Anirban ^{[1
]}

Pathak, Tanmaya ^{[1
]}

机构：

[1] Indian Inst Technol Kharagpur, Dept Chem, Kharagpur 721302, W Bengal, India

来源：

TETRAHEDRON LETTERS | 2018年 / 59卷 / 35期

关键词：

Vinyl sulfone; Ionic-liquid; 1,5-Disubstituted 1,2,3-triazole; Triazolylmethylene linked disaccharides; 1,3-Dipolar cycloaddition; AZIDE-ALKYNE CYCLOADDITION; 1,3-DIPOLAR CYCLOADDITIONS; MECHANISM; STEPWISE; PHASE; ACID;

D O I：

10.1016/j.tetlet.2018.07.052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Suitably protected carbohydrates were joined together using 1,5-disubstituted 1,2,3-triazolylmethylene (1,5-DTM) linkers. The DTM linker was built by the 1,3-dipolar cycloaddition reactions of a series of sugar azides with vinyl sulfonylmethylene-modified furanose or pyranose under metal free conditions. Three different biodegradable hydroxylammonium based ionic liquids were studied in water as the reaction media. The N,N-dimethyl ethanolammonium formate-water mixture was found to be the best reaction medium because the reaction time was shortened considerably to generate a dozen new 1,5-DTM-linked disaccharides. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：3341 / 3344

页数：4

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