光介导的芳基亚硒酸在水介质中的分解:有机硒功能化咪唑[1,2- A]吡啶的绿色替代品

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC
Caroline S. Gomes, Carolina A. de Oliveira, João M. Anghinoni, Sabrina S. Ferreira, Prof. Márcio S. Silva, Prof. Filipe Penteado, Prof. Eder J. Lenardão
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引用次数: 0

摘要

在本研究中,采用苯二烯酸衍生物作为Se(II)源,在蓝光照射下构建了2-芳基-3-(芳基selanyl)咪唑[1,2-a]吡啶。采用实验设计方法(design of experiment, DoE)确定了最佳反应条件,反应24 ~ 48 h后,可获得14种中优产率(23% ~ 75%)的衍生物。并且,增加反应规模(2.5 mmol)后,该方法有效,反应24 h后可获得70%产率(0.61 g)的目标产物,证明了该方法在制备规模上的适用性。目前的方法不需要使用金属、强氧化剂或加热,除了只产生H2O和二芳基二硒化物作为副产品外,还可以回收和再利用。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Light-Mediated Decomposition of Arylseleninic Acids in Aqueous Medium: A Green Alternative Toward Organoselenium-Functionalized Imidazo[1,2-a]pyridines

Light-Mediated Decomposition of Arylseleninic Acids in Aqueous Medium: A Green Alternative Toward Organoselenium-Functionalized Imidazo[1,2-a]pyridines

Light-Mediated Decomposition of Arylseleninic Acids in Aqueous Medium: A Green Alternative Toward Organoselenium-Functionalized Imidazo[1,2-a]pyridines

Light-Mediated Decomposition of Arylseleninic Acids in Aqueous Medium: A Green Alternative Toward Organoselenium-Functionalized Imidazo[1,2-a]pyridines

In the present work, a mild protocol was developed to construct 2-aryl-3-(arylselanyl)imidazo[1,2-a]pyridines, under blue light irradiation, employing benzeneseleninic acid derivatives as a Se(II) source. The experimental design approach (design of experiment, DoE) was used to establish the best reaction conditions, which delivered fourteen derivatives in moderate to good yields (23%–75%), after reacting for 24–48 h. Furthermore, the developed method proved to be efficient when increasing the reaction scale (2.5 mmol), which provided the desired product in 70% yield (0.61 g) after 24 h of reaction, demonstrating the applicability of this method on a preparative scale. The present approach does not require the use of metals, strong oxidants, or heating, in addition to producing only H2O and diaryl diselenide as byproducts, which can be recovered and reused.

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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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