Metal-Free Catalyzed Synthesis of Fluorescent Indolizine Derivatives

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 unde...

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Bibliographic Details
Published in:Journal of organic chemistry 2021-09, Vol.86 (18), p.12737-12744
Main Authors: Yuan, Yu-Chang, Liu, Tian-Zhen, Zhao, Bao-Xiang
Format: Article
Language:English
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Summary: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 3a–3n) were synthesized by general conditions and microwave irradiation conditions, and compound 3a 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 3m 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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01292