Synthesis of biologically important 4-Phenyl-C-glycosyl-1,2,3-triazole derivatives by Cu(I)-catalyzed azide-alkyne cycloaddition

被引:0
|
作者
Ponnapalli, Kalyana K. [1 ]
Kawade, Sachin K. [1 ]
Adak, Avijit K. [1 ]
Wu, Hsin-Ru [2 ]
Lin, Chun-Cheng [1 ,3 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan
[2] Natl Tsing Hua Univ, Instrumentat Ctr, Hsinchu, Taiwan
[3] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung 80708, Taiwan
关键词
1,2,3-triazoles; C-glycosides; click chemistry; CuAAC; disaccharide; CLICK CHEMISTRY; ACID;
D O I
10.1002/jccs.202000452
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of 4-phenyl-C-glycosyl-1,2,3-triazoles were synthesized using Cu(I)- catalyzed azide-alkyne cycloaddition. The key step in the synthesis involved the coupling of unprotected glycosyl azides with substituted C-glycosylated phenyl acetylenes. Using o-phenylenediamine as a ligand, we could significantly reduce the reaction time, improve the product yield, and simplify the purification process. Broad substrate scope in terms of sugars was achieved.
引用
收藏
页码:1156 / 1161
页数:6
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