超声辅助合成生物活性化合物的关键中间体 β-(N-芳基氨基)丙烯酸酯衍生物

IF 0.7 4区化学 Q4 CHEMISTRY, ORGANIC

Letters in Organic Chemistry Pub Date : 2024-05-29 DOI:10.2174/0115701786305078240521085708

Gabriel de Oliveira Costa, Victor Facchinetti, Gabriel Oliveira Guimarães Fernandes, Alexandra Mitidieri Bastos Mol Pimentel, Claudia Regina Brandão Gomes, James Lewis Wardell, Solange Maria Silva Veloso Wardell, Marcus Vinicius De Souza

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引用次数: 0

摘要

β-(N-芳基氨基)丙烯酸酯：β-(N-芳基氨基)丙烯酸酯是极具工业价值的构件，因为它们可以获得多种杂环物质，如喹啉和吡啶酮衍生物。因此，开发合成这些物质的新方法仍然很有意义。在这项工作中，利用超声化学（US）技术，通过单取代和二取代苯胺与乙氧基甲叉丙二酸二乙酯的反应，合成了 14 种 β-(N-芳基氨基)丙烯酸酯，并将其结果与传统加热法进行了比较。使用 US 为这些合成带来了许多好处，包括加快反应速度和提高产率。此外，还报告了 2-(((2-氯-5-硝基苯基)氨基)亚甲基)丙二酸二乙酯的晶体结构。

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Ultrasound-assisted Synthesis of β-(N-arylamino)Acrylates Derivatives, Key Intermediates of Biopotent Compounds

: β-(N-arylamino)acrylates are building blocks of great industrial interest as they allow the obtention of a variety of heterocyclic substances, such as quinoline and pyridone derivatives. Therefore, the development of new methodologies for the synthesis of these substances is still of interest. In this work, fourteen β-(N-arylamino)acrylates were synthesized in a multigram scale from the reaction of mono- and di-substituted anilines with diethyl ethoxymethylenemalonate by sonochemistry (US) and the results compared to those obtained by conventional heating. The use of the US brought many benefits to these syntheses, including faster reactions and increased yields. The crystal structure of diethyl 2-(((2-chloro-5-nitrophenyl)amino)methylene)malonate is also reported.

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来源期刊

Letters in Organic Chemistry 化学-有机化学

CiteScore

1.30

自引率

12.50%

发文量

135

审稿时长

7 months

期刊介绍： Aims & Scope Letters in Organic Chemistry publishes original letters (short articles), research articles, mini-reviews and thematic issues based on mini-reviews and short articles, in all areas of organic chemistry including synthesis, bioorganic, medicinal, natural products, organometallic, supramolecular, molecular recognition and physical organic chemistry. The emphasis is to publish quality papers rapidly by taking full advantage of latest technology for both submission and review of the manuscripts. The journal is an essential reading for all organic chemists belonging to both academia and industry.