Synthesis of β-cydodextrin derivatives functionalized with azobenzene

被引：28

作者：

Casas-Solvas, Juan M. ^{[1
]}

Martos-Maldonado, Manuel C. ^{[1
]}

Vargas-Berenguel, Antonio ^{[1
]}

机构：

[1] Univ Almeria, Area Quim Organ, Almeria 04120, Spain

来源：

TETRAHEDRON | 2008年 / 64卷 / 48期

关键词：

D O I：

10.1016/j.tet.2008.08.098

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two approaches for the synthesis of beta-cyclodextrin and bis(beta-cyclodextrin) bearing azobenzene on the primary face are reported. First, the nucleophilic substitution of mono-6-tosyl-beta-cyclodextrin by azobenzene anion derivatives was reinvestigated and found to produce mono-3,6-anhydro-beta-cyclodextrin as a side product. A slight modification of the reported reaction conditions including the use of Cs2CO3 led to a substantial improvement of the yields. In addition, a convenient method based on the application of click chemistry led to 1,2,3-triazole-linked azobenzene-cyclodextrin derivatives in good yields. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：10919 / 10923

页数：5

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