caa a22 4500 445879173 CHVBK 20180317145537.0 cr unu---uuuuu 170323e20110501xx s 000 0 eng 10.1007/s11030-010-9264-3 doi (NATIONALLICENCE)springer-10.1007/s11030-010-9264-3 A mild and efficient method for the synthesis of a new class of furo[3,2-c]chromenes in aqueous media [Elektronische Daten] [Mohammad Khalilzadeh, Zinatossadat Hossaini, Faramarz Charati, Sara Hallajian, Mehdi Rajabi] 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 (10mol %) in nearly quantitative yield. Treatment of this heterocyclic system with trimethyl chlorosilane in CHCl3 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. Springer Science+Business Media B.V., 2010 Oxonium cation nationallicence Furo[3,2-c]chromene-1-ium cation nationallicence Naphthofurans nationallicence 4-Hydroxycoumarine nationallicence Dibenzoylacetylene nationallicence Chromenes nationallicence Khalilzadeh Mohammad Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut Hossaini Zinatossadat Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut Charati Faramarz Faculty of Science, Gonbad Higher Education Center, PO Box 163, Gonbad, Iran aut Hallajian Sara Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut Rajabi Mehdi Department of Medicine, Surgery and Dentistry and Centre of Molecular and Cellular Imaging (IMAGO), Università degli Studi di Milano, Milan, Italy aut Molecular Diversity Springer Netherlands 15/2(2011-05-01), 445-450 1381-1991 15:2<445 2011 15 11030 https://doi.org/10.1007/s11030-010-9264-3 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s11030-010-9264-3 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Khalilzadeh Mohammad Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut NATIONALLICENCE 700 1- Hossaini Zinatossadat Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut NATIONALLICENCE 700 1- Charati Faramarz Faculty of Science, Gonbad Higher Education Center, PO Box 163, Gonbad, Iran aut NATIONALLICENCE 700 1- Hallajian Sara Chemistry Department, Islamic Azad University, Qaemshahr Branch, P.O. Box 163, Mazandaran, Iran aut NATIONALLICENCE 700 1- Rajabi Mehdi Department of Medicine, Surgery and Dentistry and Centre of Molecular and Cellular Imaging (IMAGO), Università degli Studi di Milano, Milan, Italy aut NATIONALLICENCE 773 0- Molecular Diversity Springer Netherlands 15/2(2011-05-01), 445-450 1381-1991 15:2<445 2011 15 11030 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer