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Cascade synthesis of polyoxygenated 6H,11H-[2]benzopyrano-[4,3-c][1]benzopyran-11-ones
- Source :
- The Journal of organic chemistry. 72(9)
- Publication Year :
- 2007
-
Abstract
- 2-(methoxymethoxymethyl)aryllead triacetates, obtained in situ from the corresponding arylboronic acids, reacted with 4-hydroxycoumarins, leading to 3-(2-methoxymethoxymethyl)aryl-4-hydroxycoumarin derivatives in good to high yields. These compounds underwent a cascade sequence of reactions, deprotection-halogenation-annulation, to afford polyoxygenated tetracyclic 6H,11H-[2]benzopyrano-[4,3-c] [1]benzopyran-11-ones in good yields. Some compounds showed a moderate cytotoxicity against human epithelial mammary HBL100 cells.
- Subjects :
- In situ
Annulation
Stereochemistry
Chemistry, Organic
Antineoplastic Agents
Chemical synthesis
chemistry.chemical_compound
Toxicity Tests
Humans
Benzopyrans
Protecting group
Cytotoxicity
Boranes
Cells, Cultured
Sequence (medicine)
chemistry.chemical_classification
Chemistry
Organic Chemistry
Halogenation
Epithelial Cells
General Medicine
4-Hydroxycoumarins
Benzopyran
Oxygen
Cascade
Drug Screening Assays, Antitumor
Lactone
Subjects
Details
- ISSN :
- 00223263
- Volume :
- 72
- Issue :
- 9
- Database :
- OpenAIRE
- Journal :
- The Journal of organic chemistry
- Accession number :
- edsair.doi.dedup.....08d3f65d439c7617d4bd513ecba4b85e