Selective Formation of 1,5-Substituted Sulfonyl Triazoles Using Acetylides and Sulfonyl Azides

被引:67
作者
Meza-Avina, Maria Elena [1 ]
Patel, Mudita Kishor [1 ]
Lee, Cylivia B. [1 ]
Dietz, Thomas J. [1 ]
Croatt, Mitchell P. [1 ]
机构
[1] Univ N Carolina, Dept Chem & Biochem, Greensboro, NC 27402 USA
关键词
CYCLOADDITION; WATER;
D O I
10.1021/ol200696q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of acetylides with sulfonyl azides was found to selectively form 1,5-substituted sulfonyl triazoles. This reaction thus provides access to the regioisomeric product as compared to the popular copper-catalyzed azide-alkyne cycloaddition. The reaction is efficient and selective with a variety of alkyne sources and sulfonyl azides and can incorporate an additional electrophile to yield 1,4,5-trisubstituted sulfonyl triazoles.
引用
收藏
页码:2984 / 2987
页数:4
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