Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran.
Mol Divers. 2011 May;15(2):445-50. doi: 10.1007/s11030-010-9264-3. Epub 2010 Aug 25.
An efficient synthesis of 2-hydroxy-3-[2-oxo-2-phenylethylidene]-2-phenyl-2, 3-dihydro-4 H-furo[3, 2-c]chromene-4(2H)-one is described. This involves the reaction between dibenzoylacetylene and 4-hydroxycoumarine in the presence of NaH (10 mol %) in nearly quantitative yield. Treatment of this heterocyclic system with trimethyl chlorosilane in CHCl(3) leads quantitatively to 4-oxo-3-[2-oxo-2-phenylethylidene]-2-phenyl-3H, 4H-furo[3,2-c]chromene-1-ium chloride. Direct addition of nucleophiles, such as alcohols, amines or trialkyl phosphites to this salt in water as the solvent produces functionalized 2-phenyl-4H-furo[3,2-c] chromen derivatives in excellent yields.
描述了一种高效合成 2-羟基-3-[2-氧代-2-苯亚乙基]-2-苯基-2,3-二氢-4H-呋喃并[3,2-c]色烯-4(2H)-酮的方法。该方法涉及在 NaH(10mol%)存在下,二苯甲酰基乙炔和 4-羟基香豆素之间的反应,几乎定量收率得到产物。用三甲基氯硅烷在 CHCl(3)中处理该杂环体系可定量得到 4-氧代-3-[2-氧代-2-苯亚乙基]-2-苯基-3H,4H-呋喃并[3,2-c]色烯-1-翁氯化物。直接在水中作为溶剂将亲核试剂,如醇、胺或三烷基膦酸酯添加到该盐中,可在优异产率下得到官能化的 2-苯基-4H-呋喃并[3,2-c]色烯衍生物。