Facile Access to Multi-Aryl 1H-Pyrrol-2(3H)-ones via Copper-TEMPO Mediated Cascade Annulation of Diarylethanones with Primary Amines and Mechanistic Insights

Facile Access to Multi-Aryl 1H-Pyrrol-2(3H)-ones via Copper-TEMPO Mediated Cascade Annulation of Diarylethanones with Primary Amines and Mechanistic Insights
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通过铜-TEMPO介导的二芳基乙酮与伯胺的级联环化轻松获得多芳基 1H-吡咯-2(3H)-酮和机理见解

DOI:
10.1002/ejoc.201601178
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发表时间:
2016
影响因子:
2.8
通讯作者:
Aidong Zhang
Aidong Zhang
中科院分区:
化学3区
文献类型:
--
作者:
Xing Wang;Chen-Yang Zhang;Hai-Yang Tu;Aidong Zhang

文献摘要

相似文献

以二芳基乙酮和伯胺为原料,合成了一系列具有α-二芳基化全碳四元中心的多芳基1H吡咯-2(3 H)-酮化合物.一个完整的机制,涉及CuO-TEMPO介导的多步级联过程与取代基电子效应的固有微妙的平衡被描绘。此外,这类多芳基β,γ-不饱和γ-内酰胺显示出有趣的聚集诱导发光效应,在开发发光材料中具有潜在的应用价值。
A straightforward approach to an array of multi-aryl 1Hpyrrol-2(3H)-ones featuring an α-diarylated all-carbon quaternary center has been developed using diarylethanones and primary amines as the raw materials. A complete mechanism involving a CuO-TEMPO mediated multi-step cascade process with an inherent delicate balance of substituent electronic effect is depicted. Moreover, this class of multi-aryl β,γ-unsaturated γ-lactams demonstrates an intriguing aggregation-induced emission effect valuable for potential application in developing luminescent materials.