Synthesis of dihydrofuroflavonoids via palladium-catalyzed annulation of 1,3-dienes

Tetrahedron Letters

Volumn 45, Issue 5, 2004, Pages 911-914

  Rozhkov, Roman V ^a   Larock, Richard C ^a  

^a IOWA STATE UNIVERSITY   (United States)

Author keywords

1,3 Diene; Dihydrofuroflavone; Flavanone; Flavone; Flavonoid; Isoflavone; Palladium catalyzed

Indexed keywords

ALKENE DERIVATIVE; FLAVANOID; PALLADIUM;

ANNULATION REACTION; ARTICLE; DRUG SYNTHESIS; STEREOCHEMISTRY;

EID: 0346392251     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.11.114     Document Type: Article

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13. 3 (0.5 mmol), and 1,4-dioxane (4 mL) were stirred in a capped vial for 5 min, and then water (1 mL) and the 1,3-diene (1.0 mmol) were added. The resulting reaction mixture was stirred at 100 °C for 24 h, cooled to room temperature, filtered, and the filtrate was concentrated to give a yellow residue. The resulting residue was purified by column chromatography using silica gel as a solid phase and 4:1 hexanes/ethyl acetate as the eluent to afford after solvent removal the final product. Solid products were then recrystallized from 1:1 ethanol/water.
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