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Solution-phase and mechanochemical synthesis and antimicrobial activity of new thiazolo[3,2-a]pyridine-6-sulfonamides

Altug, Cevher, Büyükbayram, Muhammet, Kavas, Özge, Parveen, Ifat, Fazakerley, David M. and Elliott, Mark C. ORCID: https://orcid.org/0000-0003-0132-0818 2025. Solution-phase and mechanochemical synthesis and antimicrobial activity of new thiazolo[3,2-a]pyridine-6-sulfonamides. ChemistrySelect 10 (16) , e202500410. 10.1002/slct.202500410
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Abstract

This study focuses on the development of environmentally friendly and efficient synthetic routes for novel thiazolo[3,2-a]pyridine-6-sulfonamide derivatives with potential antimicrobial properties. Using a one-pot multi-component approach, these heterocyclic compounds were synthesized both in solution and under solvent-free mechanochemical conditions. Reactions between 1-(4-oxothiazolidin-2-ylidene)-N-phenylmethane sulfonamide, malononitrile, and aryl aldehydes led to two distinct classes of sulfonamides depending on the stoichiometry of the aldehydes used. A range of these compounds, along with structurally related analogues, was evaluated for antimicrobial activity against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa, and Bacillus cereus. Five derivatives demonstrated significant activity, particularly against S. aureus, highlighting their potential as lead compounds in the development of new antibacterial agents.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Schools > Chemistry
Publisher: Wiley
ISSN: 2365-6549
Date of First Compliant Deposit: 9 May 2025
Date of Acceptance: 9 April 2025
Last Modified: 20 May 2025 10:00
URI: https://orca.cardiff.ac.uk/id/eprint/178183

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