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Facile one-pot synthesis of novel imidates as multifunctional organic fluorescent materials
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2024-10-30 , DOI: 10.1039/d4qo01628a
Feng-Ting Liu, Shuo Wang, Yong-Shun Chen, Jun-Ying Miao, Bao-Xiang Zhao, Zhao-Min Lin

Imidates have enormous applications in the synthesis of natural products and nitrogen-containing heterocyclic compounds, as well as in drug development. However, there is currently a lack of green and efficient synthesis methods for imidate compounds. We present a novel one-pot synthesis of multifunctional organic fluorescent imidates from quinolinium salt derivatives, nitrosoarenes and alcohols. This method has the advantages of operational simplicity, mild reaction conditions, metal-free catalysis, a wide substrate scope (43 examples) and excellent isolated yields (up to 93%). Meanwhile, quinolinium-imidates exhibit good fluorescence intensity and excellent chemical stability, which makes them suitable for application in living cells, and in particular, imidate 4v can target the endoplasmic reticulum with high selectivity.

中文翻译:


新型亚胺酸盐作为多功能有机荧光材料的简便单锅法合成



亚胺酸盐在天然产物和含氮杂环化合物的合成以及药物开发中具有巨大的应用。然而,目前缺乏绿色高效的亚胺酸盐化合物合成方法。我们提出了一种由喹啉盐衍生物、亚硝基傀芳烃和醇组成的多功能有机荧光亚胺酸盐的新型单锅法合成。该方法具有操作简单、反应条件温和、无金属催化、底物范围广(43 个实例)和出色的分离产率(高达 93%)等优点。同时,喹啉-亚胺酸盐表现出良好的荧光强度和优异的化学稳定性,这使得它们适合在活细胞中应用,特别是亚胺酸盐 4v 可以以高选择性靶向内质网。
更新日期:2024-10-31
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