Preparation of ribavirin analogues by copper- and ruthenium-catalyzed azide-alkyne 1,3-dipolar cycloaddition

作者：Pradere Ugo; Roy Vincent; McBrayer Tamara R; Schinazi Raymond F; Agrofoglio Luigi A^*

来源：Tetrahedron, 2008, 64(38): 9044-9051.

DOI：10.1016/j.tet.2008.07.007

In this Study, we described the synthesis of 1,4- and 1,5-disubstituted-1,2,3-triazolo-nucleosides from various alkynes with 1'-azido-2',3',5'-tri-O-acetylribose using either copper-catalyzed azide-alkyne cycloaddition (CuAAC) or ruthenium-catalyzed azide-alkyne cycloaddition (RuAAC), respectively. Optimized RuAAC conditions were realized with the commercially available [Cp-RuCl(PPh(3))(2)] under microwave heating, which allows a significant acceleration of the reaction times (from 6 h to 5 min). This reaction can work under water-containing system. RuAAC and CuAAC are useful tools for the synthesis of 1,2,3-triazolyl-nucleosides small libraries.

• 出版日期2008-9-15