Imidazo[1,2-α]pyridines are nitrogen-containing bicyclic aromatic molecules studied due to their biological activity. They may act as antiparasitic, antibiotic, anti-inflammatory, and other biological agents which make them useful as drug candidates, and the potential for these structures to exhibit excited-state intramolecular proton transfer fluorescence applies them to molecular switches and biomarkers. Existing methodologies to synthesize imidazo[1,2-α]pyridines focus on the condensation of 2-aminopyridine and acetophenone in basic conditions. We propose the synthesis of α-bromoacetophenone derivatives from acetophenone derivatives, and experimentation of one pot and two-step synthesis methods to determine the preferred methodology for the condensation of α-bromoacetophenone and 2-aminopyridine in the synthesis of imidazo[1,2-α]pyridines capable of fluorescence. The chosen methodology will alleviate the limitations from previous literature including low yield and restrictions of available starting materials for a more efficient and cost-effective synthesis of imidazo[1,2-α]pyridine derivatives. Once the desired products are synthesized, a mixture of products in poly(methyl methacrylate) plastic films will be created by solution casting to observe their fluorescence in an application setting.
Imidazo[1,2-α]pyridine Derivatives from Synthesis of α-bromoacetophenone
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Student Abstract Submission