Utility of 3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal for construction of novel heterocyclic systems: aynthesis, characterization, antimicrobial and anticancer evaluation

doi:10.1080/00397911.2022.2039712

Paper

Utility of 3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal for construction of novel heterocyclic systems: aynthesis, characterization, antimicrobial and anticancer evaluation

Published Feb 12, 2022 · M. Ibrahim, Sami A. Al‐Harbi, Esam S. Allehyani

Synthetic Communications

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Abstract

Abstract 3-Chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal (2) was utilized as a synthetic intermediate for construction of a variety of heterocyclic system linked furo[3,2-g]chromene (khellin) moiety. Reaction of compound 2 with some heterocyclic amines produced the Schiff bases 5 and 6. Treatment of compound 2 with a diversity of 1,2-, 1,3- and 1,4-binucleophilic reagents afforded a diversity of furo[3,2-g]chromenes bearing pyrazoles, pyridines, pyrimidine, pyrazolopyridine, triazolo[4,3-a]pyrimidine, pyrimido[1,2-a]benzimidazole, pyrido[1,2-a] benzimidazole, pyrido[2,3-d]pyrimidine, pyrazolo[3,4-b]pyridine, benzodiazepine, benzoxazepine and benzothiazepine. The prepared compounds were screened for their antimicrobial and anticancer activities demonstrating variable inhibitory effect. Analytical and spectral data were used to verify the structures of the newly prepared compounds. Graphical Abstract

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3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal is a useful synthetic intermediate for constructing diverse heterocyclic systems with potential antimicrobial and anticancer activities.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Utility of 3-chloro-3-(4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromen-6-yl)prop-2-enal for construction of novel heterocyclic systems: aynthesis, characterization, antimicrobial and anticancer evaluation

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References

Utility of 2-[(1-chloro-3-oxoprop-1-en-1-yl)amino]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile for construction of some new heterocyclic systems as antimicrobial agents

Synthesis, chemical reactivity and biological evaluation of the novel 2-[(1-chloro-3-oxoprop-1-en-1-yl)amino]-4-(4-methoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

Synthesis, DFT computational insights on structural, optical, photoelectrical characterizations and spectroscopic parameters of the novel (2E)-3-(4-methoxy-5-oxo-5H-furo[3, 2-g]chromen-6-yl)acrylonitrile(MOFCA)

Synthesis and antimicrobial evaluation of the novel heteroannulated furo[3′,2′:6,7]chromeno[2,3‐b]pyridines: Part 1

Chemical behavior of 4, 9‐dimethoxy‐5‐oxo‐5 H ‐furo[3,2‐ g ]chromene‐6‐carboxaldehyde towards carbon nucleophilic reagents

Citations

An overview of the most used synthetic pathways of 1,2,4-triazolo[1,5-a]pyrimidines

The most used synthetic pathways of 1,2,4-triazolo[1,5-a]pyrimidines can help researchers design new drug molecules with expected pharmacological activities.

Design, Characterization and Antimicrobial Efficiency of Novel Annulated Furo[3'',2'':6',7']Chromeno[3',4':4,5]Furo [3,2- b ]Pyridines

Novel annulated furo[3',2':6',7']chromeno[3',4':4,5]furo[3,2- b]pyridines show high inhibitory effects against fungal strains and all tested microorganisms.

Synthetic strategies, characterization and antimicrobial evaluation of novel angular heteroannulated furo[3,2-g]chromenes

Novel angular heteroannulated furo[3,2-g]chromenes show promising antimicrobial activity, particularly compounds 3, 6 and 8.

Quantum computational, Spectroscopic investigations on benzofuranylcarbonylpyrazolopyridine by DFT/TD-DFT: Synthesis, Structure, NBO and NLO research

The novel compound 3-BFCPP, synthesized from 4-methoxy-5-oxo-5H-furo[3,2-g] chromene-6-carboxaldehyde, shows stability due to hyper conjugative interactions and nonlinear optical activity.

Utility of 4,9-Dimethoxy-5-Oxo-5H-Furo[3,2-g]Chromene-6-Carbonitrile for Construction of some Novel Heteroannulated Furochromenopyridines

4,9-dimethoxy-5-oxo-5H-furo[3,2-g]chromene-6-carbonitrile can be used to create novel heterocyclic systems containing benzofurans and furo[3,2-g]chromenes in good yields.