Synthesis, Complex Compounds and Antimicrobial Activity of Some Derivatives of Furo[3,2-C]Pyridine and Their Starting Compounds
DOI:
https://doi.org/10.2478/v10296-012-0008-xKeywords:
furo[3,2-c]pyridines, nucleophilic substitution, coupling reaction, 1H and 13C NMR spectra, biological activityAbstract
Some [3,2-c]pyridine derivatives were synthesized. 3-(Furan-2-yl)propenoic acid (1a) was prepared from furan-2-carbaldehyde under the Perkin's conditions. Obtained acid was converted to the corresponding azide 3, which in turn was cyclized to give furo[3,2-c]pyridin-4(5H)-one (4a). The reaction of pyridone 4a with phosphorus oxychloride rendered the chloroderivative 7a, which was treated in the condition of Suzuki coupling reaction with boronic acid to give 4-phenylfuro[3,2-c]pyridine (8e) and an unexpected product 10. Some title compounds have shown moderate to good antimicrobial activity against tested bacteria Xanthomonas sp., Erwinia amylovora, and filamentous fungi Pyrenophora avenae, Fusarium graminearum.
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