Green synthesis of coumarin derivatives using Brønsted acidic pyridinium based ionic liquid [MBSPy][HSO 4 ] to control an opportunistic human and a devastating plant pathogenic fungus Macrophomina phaseolina

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 corre...

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Bibliographic Details
Published in:RSC advances 2022-08, Vol.12 (37), p.23963-23972
Main Authors: Uroos, Maliha, Javaid, Arshad, Bashir, Amina, Tariq, Javaria, Khan, Iqra Haider, Naz, Sadia, Fatima, Sameeta, Sultan, Misbah
Format: Article
Language:English
Subjects:
Catalysts
Chemistry
Coumarin
Fungi
Fungicides
Ionic liquids
Ions
Phenols
Room temperature
Substitutes
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Summary: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 Macrophomina phaseolina , 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.
ISSN:2046-2069
2046-2069
DOI:10.1039/d2ra03774b