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无金属催化的荧光吲哚嗪衍生物合成。

Metal-Free Catalyzed Synthesis of Fluorescent Indolizine Derivatives.

机构信息

Institute of Organic Chemistry, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, PR China.

出版信息

J Org Chem. 2021 Sep 17;86(18):12737-12744. doi: 10.1021/acs.joc.1c01292. Epub 2021 Aug 28.

DOI:10.1021/acs.joc.1c01292
PMID:34459206
Abstract

A mild and high efficient method to prepare indolizines by two-component reaction with the acid as the catalyst was developed. In this reaction, a new ring efficiently formed in one-step reaction. A wide range of substrates could be applied and the desired products were obtained in 8-95% yields under metal-free conditions. Different indolizine derivatives (compounds -) were synthesized by general conditions and microwave irradiation conditions, and compound gave the best results with an isolated yield of 95% and 82%, respectively. The structures of synthesized compounds were characterized by spectral analysis, and compound was confirmed by single crystal X-ray analysis. UV-vis absorption and fluorescence properties of these compounds were correlated with substituent groups on indolizine rings.

摘要

发展了一种温和、高效的通过两步反应以酸作为催化剂制备吲哚嗪的方法。在该反应中,新环在一步反应中高效形成。该方法底物适用范围广,在无金属条件下,以 8-95%的产率得到目标产物。通过一般条件和微波辐射条件合成了不同的吲哚嗪衍生物(化合物 - ),化合物在微波辐射条件下的产率分别为 95%和 82%。通过光谱分析对合成化合物的结构进行了表征,通过单晶 X 射线分析对化合物进行了确认。这些化合物的紫外-可见吸收和荧光性质与吲哚嗪环上的取代基有关。

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