Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon
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Ahmad H. Abdullah
Abstract
Model α-chloro-β-nitrothieno[2,3-c]pyridazines incorporating N1-(aryl) entity appended with ortho-methoxycarbonyl or trifluoromethyl group were prepared via intramolecular cyclization of their respective N-arylhydrazone precursors. Interaction of these substrates with N′-(p-fluorophenyl)benzothiohydrazide, in the presence of NEt3, furnished the respective 1,3,4-thiadiazoline–pyridazine thiolate hybrids that were S-methylated to produce the corresponding “sulfanyl” derivatives. Their structures were deduced from spectral data, and confirmed by single-crystal X-ray diffraction.
Funding source: The University of Jordan, Amman, Jordan
Award Identifier / Grant number: 1654/2274-2019
Acknowledgment
We would like to thank the Deanship of Scientific Research at the University of Jordan (at Amman 11942, Jordan) for financial support.
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Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.
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Research funding: This study was funded by the University of Jordan, Amman, Jordan. Grant number. 1654/2274-2019.
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Conflict of interest statement: The authors declare to conflicts of interest regarding this article.
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© 2022 Walter de Gruyter GmbH, Berlin/Boston
Artikel in diesem Heft
- Frontmatter
- Editorial
- Organic chemistry and medicinal applications
- Research Articles
- Nitroimidazoles Part 10. Synthesis, crystal structure, molecular docking, and anticancer evaluation of 4-nitroimidazole derivatives combined with piperazine moiety
- Antibacterial, antioxidant, and cytotoxic activities of Syzygium aromaticum (L.) Merr. & Perry essential oil with identification of its chemical constituents
- Design, synthesis and antimicrobial assessments of aminoacetylenic-piperazine nitroimidazole hybrid compounds
- Design, synthesis, and molecular docking study of novel cinnoline derivatives as potential inhibitors of tubulin polymerization
- Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon
- Thermodynamic control synthesis of spiro[oxindole-3,3′-pyrrolines] via 1,4-dipolar cycloaddition utilizing imidazo[1,5-a]quinoline
- Bioactive secondary metabolites from Trichoderma viride MM21: structure elucidation, molecular docking and biological activity
- 8-Amino-7-(aryl/hetaryl)fluoroquinolones. An emerging set of synthetic antibacterial agents
Artikel in diesem Heft
- Frontmatter
- Editorial
- Organic chemistry and medicinal applications
- Research Articles
- Nitroimidazoles Part 10. Synthesis, crystal structure, molecular docking, and anticancer evaluation of 4-nitroimidazole derivatives combined with piperazine moiety
- Antibacterial, antioxidant, and cytotoxic activities of Syzygium aromaticum (L.) Merr. & Perry essential oil with identification of its chemical constituents
- Design, synthesis and antimicrobial assessments of aminoacetylenic-piperazine nitroimidazole hybrid compounds
- Design, synthesis, and molecular docking study of novel cinnoline derivatives as potential inhibitors of tubulin polymerization
- Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon
- Thermodynamic control synthesis of spiro[oxindole-3,3′-pyrrolines] via 1,4-dipolar cycloaddition utilizing imidazo[1,5-a]quinoline
- Bioactive secondary metabolites from Trichoderma viride MM21: structure elucidation, molecular docking and biological activity
- 8-Amino-7-(aryl/hetaryl)fluoroquinolones. An emerging set of synthetic antibacterial agents
