6533b7d2fe1ef96bd125dfc0
RESEARCH PRODUCT
A novel synthetic approach to pyran-2,4-dione scaffold production: Microwave-assisted dimerization, cyclization, and expeditious regioselective conversion into β-enamino-pyran-2,4-diones
Assem BarakatAssem BarakatMatti HaukkaAhmed A. M. SarhanAhmed T. A. Boraeisubject
chemistry.chemical_classification010405 organic chemistryOrganic ChemistryRegioselectivity010402 general chemistry01 natural sciencesBiochemistryMicrowave assistedCombinatorial chemistry0104 chemical sciencesAmino acidchemistry.chemical_compoundchemistryPyranDrug DiscoveryMicrowave irradiationStereoselectivitydescription
Abstract Here, we report a novel, green, simple, low-cost, and rapid methodology for the high-yield production of pyran-2,4-dione scaffolds under microwave irradiation. Regio- and stereoselective conversions of β-diketone systems into β-enaminones were achieved using 18 primary amines and four amino acid esters. Microwave-assisted further cyclization of 3-(β-substitutedvinyl)-6-phenyl-pyran-2,4-dione into 3-benzoyl-4,7-diphenyl-2H,5H-pyrano[4,3-b]pyran-2,5-dione via reaction with ethyl benzoyl acetate.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2020-12-01 | Tetrahedron Letters |