Construction of Versatile N-Heterocycles from in situ Generated 1,2-Diaza-1,3-dienes

Author(s): Zhangpei Chen*, Lingxin Meng, Zhiqiang Ding, Jianshe Hu*

Journal Name: Current Organic Chemistry

Volume 23 , Issue 2 , 2019

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Graphical Abstract:


N-Heterocyclic architectures are omnipresent in many bioactive natural products, synthetic drugs, and materials science, thus have evoked a vast research interest of academic, as well as industrial chemists. Recently, several efficient methods have been developed for the preparation of various nitrogen-containing compounds with in situ generated 1,2-diaza-1,3-dienes from the easily available precursors including α -haloketohydrazones, α-hydroxyl ketohydrazones, thiadiazole dioxides or their analogues, and other simple hydrazones. These methods are considered powerful tools in the synthesis of five-, six- and seven-membered ring heterocyclic compounds with good to excellent levels of conversions and selectivities. This review mainly summarizes recent advances on the chemistry of construction of versatile N-heterocycles from in situ generated 1,2-diaza-1,3- dienes and presents an extensive summary of the application scopes and limitations of the corresponding cyclization reactions. Moreover, enantioselective approaches are also covered.

Keywords: 1, 2-Diaza-1, 3-dienes, azoalkanes, N-Heterocycles, cyclization reactions, annulations, Aza-Diels-Alder reaction.

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Year: 2019
Published on: 22 April, 2019
Page: [164 - 187]
Pages: 24
DOI: 10.2174/1385272823666190227162840
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