Research Progress on Multicomponent Reactions of Sulfonyl Azides and Terminal Alkynes

被引:15
|
作者
Zhang, Wensheng [1 ]
Xu, Wenjing [1 ]
Kuang, Chunxiang [2 ]
机构
[1] Jiaozzto Teachers Coll, Sch Technol, Jiaozuo 454001, Peoples R China
[2] Tongji Univ, Dept Chem, Shanghai 200092, Peoples R China
基金
中国国家自然科学基金;
关键词
sulfonyl azide; alkyne; ketenimine; multicomponent reaction; copper-catalyzed; ONE-POT SYNTHESIS; CATALYZED ONE-POT; DIASTEREOSELECTIVE SYNTHESIS; 3-COMPONENT REACTION; EFFICIENT APPROACH; AMIDE SYNTHESIS; CASCADE; KETENIMINE; DIHYDROPYRIMIDIN-4-ONES; IMINOCOUMARINS;
D O I
10.6023/cjoc201505009
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In recent years, the copper-catalyzed multicomponent reactions involving sulfonyl azides and terminal alkynes have received much attention in organic chemistry. N-Sulfonyl ketenimine intermediates, generated in situ from the copper(I)-catalyzed cycloaddition of sulfonyl azides and terminal alkynes, could be trapped by various nucleophiles such as amines, alcohols and H2O, etc. In addition, the ketenimine intermediates could also react with a wide range of olefins though [2+2], [3+2] and [4+2] cycloadditions. Moreover, attack of the ketenimine by intramolecular nucleophilic functional group and the following rearrangement or sigma-shift course have become a powerful tool for the construction of diverse biologically and pharmacologically active heterocyclic compounds. In this paper, the research achievements recently in the important area are described.
引用
收藏
页码:2059 / 2066
页数:8
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