Some novel heterocyclic systems using 3-formylchromone: Synthesis and antimicrobial efficiency | ||||
| Egyptian Journal of Chemistry | ||||
| Volume 67, Issue 6, June 2024, Page 409-416 PDF (715.75 K) | ||||
| Document Type: Original Article | ||||
| DOI: 10.21608/ejchem.2024.261988.9172 | ||||
 View on SCiNiTO | ||||
| Authors | ||||
Marwa M. A. Attai1; Magdy A. Ahmed1; Nasser M. El-Gohary1; Osama Farouk   2
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| 1Faculty of Education, Ain Shams University | ||||
| 2Faculty of Education- Ain Shams University | ||||
| Abstract | ||||
| The electron deficient precursor 3 was synthesized by condensation of acetyl derivative 2 with 3-formylchromone (1). Compound 3 reacted with a range of binucleophilic reagents in order to build a variety of heterocyclic systems and explore the reactivity of different electron-deficient sites. Reaction of compound 3 with phenylhydrazine afforded dipyrazole derivative through reaction with both γ-pyrone moieties. Similarly, a variety of dipyrimidines were synthesized by reacting precursor 3 with some 1,3-N,N-binucleophiles. Further, a range of seven-heterocyclic systems, including dibenzodiazepine, dibenzoxazepine and dibenzothiazepine were generated from treating compound 3 with a variety of 1,4-binucleophiles, including o-phenylenediamine, o-aminophenol and o-aminothiophenol, respectively. Reaction of substrate 3 with two carbon nucleophiles namely cyanoacetamide and ethyl cyanoacetate furnished dipyridine 12 and dipyran 13, respectively. The synthesized compounds' antimicrobial efficacy demonstrated a noteworthy inhibitory effect on the growth of microorganisms under investigation. Spectral and analytical data of the synthesized compounds were used to confirm their structures. | ||||
| Keywords | ||||
| Condensation; chromone; α; β -unsaturated ketone; nucleophilic reagents; electron deficient substrate | ||||
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