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无金属合成三环苯并呋喃[2,3 -]吡啶 - 3 -醇衍生物、表征及光致发光性质

Metal-free synthesis of tricyclic benzofuro[2,3-]pyridin-3-ol derivatives, characterization, and photoluminescence properties.

作者信息

Saini Surbhi Mahender, Chandrashekharappa Sandeep

机构信息

Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research-Raebareli (NIPER-R) Lucknow UP 226002 India

出版信息

RSC Adv. 2025 Sep 4;15(38):31840-31852. doi: 10.1039/d5ra05420f. eCollection 2025 Aug 29.

Abstract

This paper presents a metal-free synthetic protocol for assembling novel benzofuro[2,3-]pyridin-3-ols (BFPYOLs) using 2,3-disubstituted benzofuran derivatives with good yield. The method's advantages include the absence of an expensive metal catalyst, organic ligands, and easily accessible starting materials. The photophysical properties of the synthesized BFPYOLs are investigated, revealing that the largest is displayed by compound 7g at 389 nm, while the largest is observed in compound 7i at 494 nm in DMSO solvent. This highlights the significant impact of substituents on the compounds. Additionally, the solvatochromic and thermal effects of compound 6j are analysed. Among the tested BFPYOLs, the highest photoluminescent quantum yield (PLQY) was exhibited by 7k, achieving 91% in DMSO solvent. This study demonstrates that our synthetic methodology and the synthesised BFPYOLs can provide a powerful gateway to the generation of novel economic fluorescent probes.

摘要

本文介绍了一种无金属合成方法,用于使用2,3-二取代苯并呋喃衍生物组装新型苯并呋喃[2,3 -]吡啶-3-醇(BFPYOLs),产率良好。该方法的优点包括不存在昂贵的金属催化剂、有机配体,且起始原料易于获得。对合成的BFPYOLs的光物理性质进行了研究,结果表明,在DMSO溶剂中,化合物7g在389 nm处显示出最大的 ,而化合物7i在494 nm处观察到最大的 。这突出了取代基对化合物的显著影响。此外,还分析了化合物6j的溶剂化显色和热效应。在测试的BFPYOLs中,7k表现出最高的光致发光量子产率(PLQY),在DMSO溶剂中达到91%。这项研究表明,我们的合成方法和合成的BFPYOLs可以为新型经济荧光探针的产生提供有力途径。

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