A concomitant allylic azide rearrangement/intramolecular azide-alkyne cycloaddition sequence.
A concomitant allylic azide rearrangement/intramolecular azide-alkyne cycloaddition sequence.
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DOI：
10.1021/ol500011f
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发表时间：
2014-04-04
期刊：
影响因子：
5.2
通讯作者：
Aube, Jeffrey
中科院分区：
文献类型：
--
作者：
Vekariya, Rakesh H.;Liu, Ruzhang;Aube, Jeffrey
An intramolecular Huisgen cycloaddition of an interconverting set of isomeric allylic azides with alkynes affords substituted triazoles in high yield. The stereoisomeric vinyl-substituted triazoloxazines formed depend on the rate of cycloaddition of the different allylic azide precursors when the reaction is carried out under thermal conditions. In contrast, dimerized macrocyclic products were obtained when the reaction was done using copper(I)-catalyzed conditions, demonstrating the ability to control the reaction products through changing conditions.
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