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Imidazolium Triflate Ionic Liquid Improves the Activity of ZnCI2 in the Synthesis of Pyrroles and Ketones

机译:咪唑三氟甲磺酸盐离子液体提高ZnCI2在吡咯和酮类合成中的活性

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摘要

Pyrrole and its derivatives have gained much interest in both biological and material science.They have played a vital role in pharmaceutical chemistry owing to their diversified biological activities such as antibacterial, antiviral, anti-inflammatory, and antitumor properties. The Paal-Knorr reaction, whereby 1,4-dicarbonyl compounds are converted to pyrroles via condensation with primary amines or ammonia in the presence of acidic catalysts, has been known as the most reliable method for the synthesis of pyrroles. Numerous catalysts were developed to facilitate the Paal-Knorr synthesis of 2,5-disubstituted pyrroles, such as Bronsted acids, Lewis acids, deep eutectic solvents, metal triflates,15 and metal-organic frameworks.16 Friedel-Crafts acylation was known as a classical organic transformation for the synthesis of aromatic ketones.17"19 Traditionally, those reactions required the use of an over-stoichiometric amount of strong Lewis acids such as A1C13, BF3, FeCl3, TiCl4, or SnCl2. These methods suffer from the high loading, toxicity and corrosive properties of the catalysts, the lack of catalyst regeneration, the mass production of hazardous wastes, and the laborious purification of products.
机译:吡咯及其衍生物在生物和材料科学中都引起了极大的兴趣。由于其多样化的生物活性,如抗菌、抗病毒、抗炎和抗肿瘤特性,它们在药物化学中发挥着至关重要的作用。Paal-Knorr反应,即在酸性催化剂存在下,通过与伯胺或氨缩合将1,4-二羰基化合物转化为吡咯,被认为是合成吡咯的最可靠方法。开发了许多催化剂来促进2,5-二取代吡咯的Paal-Knorr合成,例如Bronsted酸,Lewis酸,深共晶溶剂,金属三氟甲磺酸酯,15和金属有机框架.16 Friedel-Crafts酰化被称为合成芳香酮的经典有机转化.17“19传统上,这些反应需要使用化学计量量过高的强路易斯酸,例如A1C13, BF3、FeCl3、TiCl4 或 SnCl2.这些方法存在催化剂高负荷、毒性和腐蚀性强、缺乏催化剂再生、危险废物大量产生、产品净化费力等问题。

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