Oxidative cyclization of N-(2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)thioureas to 7-phenyloxazolo[5,4-b]pyridin-2-amines

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-08-31 DOI:10.1007/s11172-024-4320-9

S. A. Kirnosov, A. L. Shatsauskas, T. Yu. Zheleznova, V. Yu. Shuvalov, A. S. Kostyuchenko, A. S. Fisyuk

引用次数: 0

Abstract

The reaction of N-(2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)thioureas with hydrogen peroxide in aqueous ethanol proceeded via the oxidation of the sulfur atom and its subsequent replacement with the oxygen atom of pyridin-2-one to give oxazolo[5,4-b]pyridin-2-amines. 7-Phenyloxazolo[5,4-b]pyridin-2-amines were found to be effective luminophores emitting in the violet spectral range with quantum yields up to 0.59, whereas the corresponding thioureas have no luminescent properties.

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N-(2-氧代-4-苯基-1,2-二氢吡啶-3-基)硫脲氧化环化成 7-苯基恶唑并[5,4-b]吡啶-2-胺

在乙醇水溶液中，N-(2-氧代-4-苯基-1,2-二氢吡啶-3-基)硫脲与过氧化氢发生反应，硫原子被氧化，随后被吡啶-2-酮的氧原子取代，生成噁唑并[5,4-b]吡啶-2-胺。研究发现，7-苯基噁唑并[5,4-b]吡啶-2-胺是一种有效的发光体，可在紫光光谱范围内发光，量子产率高达 0.59，而相应的硫脲类则没有发光特性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.