Eco-friendly Synthesis of 2-Amino-4H-Chromene Catalysed by HRSPLAE and Anti-Cancer Activity Studies

IF 0.9 Q4 CHEMISTRY, PHYSICAL
K. Kantharaju, Vasant T Tonape, Aravind D Kamath
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引用次数: 0

Abstract

Several types of catalysts have been cited in the literature. However, the current work showed that a multi-component reaction involving aldehydes, malononitrile, and resorcinol or α/β-naphthol could produce 2-amino-4H-chromene in a more environmentally friendly manner. The reaction is optimized by both stirring and microwave methods, but the reaction carried out under microwave irradiation is found to be faster with easy separation of the product with high yield and purity. The catalyst is analyzed for the presence of elemental composition using Flame Photometry (FP) and SEM-EDX. The synthesis of 2-amino-4H-chromenes is catalyzed by the new, green catalyst HRSPLAE (Water Extract of Hibiscus Rosa Sinensis plant dry leaves ash) within 3-5 min. The final product is analyzed by FT-IR, 1H-, 13C-NMR, and mass spectrometry techniques and the product obtained is free from the use of chromatographic separation with isolation and yield of 80–95%. Selected 2-amino-4H-chromene derivatives (4b and 4c) were screened for their anti-cancer and antimicrobial activity in vitro. The agro-waste sourced from Hibiscus rosa-sinensis plant dry leaves ash is utilized for the preparation of HRSPLAE catalyst, which is employed for the synthesis of 2-amino-4H-chromene derivatives under microwave irradiation. 2-Amino-4H-chromene derivatives were obtained from aromatic aldehyde, malononitrile, and resorcinol or α/β naphthol catalyzed by HRSPLAE. They were comprehensively evaluated using flame emission spectrometry, SEM, and EDX. HRSPLAE outperforms expensive catalysts. An efficient simpler workup without column chromatography for increased yield through a new unique green method for the synthesis of 2-amino-4H-chromene derivatives has been developed.
HRSPLAE催化合成2-氨基-4H-铬烯及其抗癌活性研究
文献中已经引用了几种类型的催化剂。然而,目前的工作表明,涉及醛、丙二腈和间苯二酚或α/β-萘酚的多组分反应可以以更环保的方式生产2-氨基-4H-色烯。通过搅拌和微波方法对反应进行优化,但发现在微波照射下进行的反应更快,产物易于分离,产率和纯度高。使用火焰光度法(FP)和SEM-EDX分析催化剂的元素组成的存在。新的绿色催化剂HRSPLAE(木槿属植物干叶灰的水提取物)在3-5分钟内催化合成2-氨基-4H-色烯。通过FT-IR、1H-、13C-NMR和质谱技术分析最终产物,所得产物不使用色谱分离,分离和产率为80-95%。在体外筛选所选择的2-氨基-4H-色烯衍生物(4b和4c)的抗癌和抗微生物活性。利用木槿干叶灰产生的农业废弃物制备了HRSPLE催化剂,在微波辐射下合成了2-氨基-4H-色烯衍生物。使用火焰发射光谱法、SEM和EDX.HRSPLE对它们进行了全面评估。HRSPLE优于昂贵的催化剂。通过一种新的独特的绿色合成2-氨基-4H-色烯衍生物的方法,开发了一种无需柱色谱的高效、简单的后处理方法,以提高产率。
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来源期刊
Current Organocatalysis
Current Organocatalysis CHEMISTRY, PHYSICAL-
CiteScore
2.00
自引率
0.00%
发文量
28
期刊介绍: Current Organocatalysis is an international peer-reviewed journal that publishes significant research in all areas of organocatalysis. The journal covers organo homogeneous/heterogeneous catalysis, innovative mechanistic studies and kinetics of organocatalytic processes focusing on practical, theoretical and computational aspects. It also includes potential applications of organocatalysts in the fields of drug discovery, synthesis of novel molecules, synthetic method development, green chemistry and chemoenzymatic reactions. This journal also accepts papers on methods, reagents, and mechanism of a synthetic process and technology pertaining to chemistry. Moreover, this journal features full-length/mini review articles within organocatalysis and synthetic chemistry. It is the premier source of organocatalysis and synthetic methods related information for chemists, biologists and engineers pursuing research in industry and academia.
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