A rapid efficient microwave-assisted synthesis of a 3′,5′-pentathymidine by copper(I)-catalyzed [3+2] cycloaddition

被引:63
作者
Lucas, Romain [1 ]
Zerrouki, Rachida [1 ]
Granet, Robert [1 ]
Krausz, Pierre [1 ]
Champavier, Yves [2 ]
机构
[1] Fac Sci & Tech, Lab Chim Substances Nat EA 1069, F-87060 Limoges, France
[2] Univ Limoges, Serv Commun RMN, Fac Pharm, F-87025 Limoges, France
关键词
pentathymidine; click chemistry; microwave;
D O I
10.1016/j.tet.2008.04.006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from 5'-O-tosylthymidine, sequential azidation and Cu-catalyzed [3+2] azide-alkyne 1,3-dipolar cycloaddition led to the formation of a 3',5'-pentathymidine in high yield. The whole process needed only work-up/precipitation steps and was completed within just 18 min, thanks to microwave activation. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5467 / 5471
页数:5
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