A Microwave Accelerated Sustainable Approach for the Synthesis of 2-amino-4H-chromenes Catalysed by WEPPA: A Green Strategy

被引:30
|
作者
Hiremath, Prashant B. [1 ]
Kamanna, Kantharaju [1 ]
机构
[1] Rani Channamma Univ, Peptide & Med Chem Res Lab, Dept Chem, P-B,NH-4, Belagavi 591156, Karnataka, India
关键词
Agro-waste; green catalyst; Green chemistry; 2-amino-4H-chromenes; arylaldehyde; malononitrile; resorcinol; microwave accelerated; BASIC IONIC LIQUID; ONE-POT SYNTHESIS; KNOEVENAGEL CONDENSATION; MULTICOMPONENT REACTION; EFFICIENT SYNTHESIS; SUBSTITUTED; 2-AMINO-2-CHROMENES; 3-COMPONENT SYNTHESIS; DERIVATIVES; FACILE; NANOPARTICLES;
D O I
10.2174/2213335606666190820091029
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Background: The agricultural wastes as a source offer an excellent alternative to replace many toxic and environmentally hazardous catalysts, due to their least toxicity, ease of biodegradability, and ability to act as a greener catalytic medium. Some of the agro-waste based catalysts reported are BFE, WERSA, WEB, and WEPBA. 2-Amino-4H-chromene derivatives are promising biologically potent heterocyclic compounds, due to their medicinal applications such as antimicrobial, anti-inflammatory, antibacterial, antiviral, anticancer, antidiuretic, anticoagulant and antianaphylactic activities. The present work describes a microwave accelerated, efficient, eco-friendly and economical approach for the synthesis of 2-amino-4U-chromenes through condensation of substituted arylaldehyde, malononitrile and resorcinol/naphthol catalyzed water extract of pomegranate peel ash (WEPPA) under microwave irradiation. The reaction completed within 3-6 min with good to excellent yield of product isolation. The final product isolated by simple filtration and recrystallization gave a spectroscopically pure form of product and did not require further purification. Methods: The pomegranate peel ash water extract as an agro-waste derived catalyst was employed under microwave irradiation for the economical synthesis of 2-amino-4H-chromene derivatives. Results: The reported agro-waste based catalyst was obtained in the absence of external base, additives and solvent-free synthesis of 2-amino-4H-chromene using aryl aldehyde, malononitrile and resorcinol/naphthol under microwave irradiation. WEPPA acts as a solvent media and catalyst, as it plays a dual role in the synthesis of 2-amino-4H-chromenes. Conclusion: We established an efficient, simple, agro-waste based catalytic approach for the synthesis of 2-amino-4H-chromene derivatives from the condensation of arylaldehyde, malononitrile and resorcinolla-naphthol/beta-naphthol employing WEPPA as an efficient catalyst under microwave synthesis. The method has found to be a greener, economic and eco-friendly approach for the synthesis of chromene scaffolds. The advantages of the present approach are solvent-free, no external metal, chemical base free, short reaction time and isolated product in good to excellent yields. The catalyst is agro-waste derived, which has abundant natural sources available, thus making the present approach a greener one.
引用
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页码:30 / 43
页数:14
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