Chinese Journal of Organic Chemistry >
Research Progress on Multicomponent Reactions of Sulfonyl Azides and Terminal Alkynes
Received date: 2015-05-06
Revised date: 2015-06-02
Online published: 2015-06-16
Supported by
Project supported by the National Natural Science Foundation of China (No. 21272174), the Foundation of He'nan Scientific and Technological Committee (No. 142300410338), the Science and Technology Research Key Program of Henan Educational Committee (No. 14B150056) and the Foundation of Jiaozuo Scientific and Technological Bureau (No. 2014400038).
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 σ-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.
Key words： sulfonyl azide; alkyne; ketenimine; multicomponent reaction; copper-catalyzed
Zhang Wensheng , Xu Wenjing , Kuang Chunxiang . Research Progress on Multicomponent Reactions of Sulfonyl Azides and Terminal Alkynes[J]. Chinese Journal of Organic Chemistry, 2015 , 35(10) : 2059 -2066 . DOI: 10.6023/cjoc201505009
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