Uroos Maliha, Javaid Arshad, Bashir Amina, Tariq Javaria, Khan Iqra Haider, Naz Sadia, Fatima Sameeta, Sultan Misbah
Centre for Research in Ionic Liquids & Centre for Organic Chemistry, School of Chemistry, University of the Punjab 54590 Lahore Pakistan
Department of Plant Pathology, Faculty of Agricultural Sciences, University of the Punjab, Quaid-i-Azam Campus Lahore 54590 Pakistan.
RSC Adv. 2022 Aug 24;12(37):23963-23972. doi: 10.1039/d2ra03774b. eCollection 2022 Aug 22.
An eco-friendly simple protocol has been devised for the preparation of coumarin derivatives using doubly Brønsted acidic task specific ionic liquid (TSIL) as a catalyst. Solvent-free conditions were employed for the reaction of different substituted phenols with β-ketoester in TSIL to produce corresponding substituted coumarin derivatives in good to excellent yields at ambient conditions; at room temperature and with reduced reaction times. The ionic liquid catalyst can be recycled and reused up to five times. All the synthesized coumarins were evaluated for their antifungal activities against , a plant as well as an opportunistic human pathogenic fungus affecting more than 500 plant species worldwide and with no registered commercial fungicide available against it, to date. Amongst all the coumarins tested, compounds 3f and 3i showed excellent antifungal activity comparable to reference fungicide mancozeb. The current methodology provides an easy and expedient way to access the coumarin core in search of potential fungicides for sustainable agriculture.
已经设计了一种环保的简单方法,使用双布朗斯特酸性任务特定离子液体(TSIL)作为催化剂来制备香豆素衍生物。在无溶剂条件下,不同取代的酚与β-酮酯在TSIL中反应,在环境条件下(室温且反应时间缩短)以良好至优异的产率生成相应的取代香豆素衍生物。离子液体催化剂可循环使用多达五次。对所有合成的香豆素进行了抗真菌活性评估,针对一种植物以及一种机会性人类致病真菌,该真菌影响全球500多种植物物种,并且迄今为止没有针对它的注册商业杀菌剂。在所有测试的香豆素中,化合物3f和3i表现出与参考杀菌剂代森锰锌相当的优异抗真菌活性。当前的方法提供了一种简便快捷的途径来获取香豆素核心结构,以寻找用于可持续农业的潜在杀菌剂。