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Note | Regular issue | Vol 75, No. 8, 2008, pp.2013-2021
Published online, 1st April, 2008
DOI: 10.3987/COM-08-11357
New β-Tricarbonyl Compounds: Synthesis, Reactions with Urea and Some Thioureas

Mustafa Saçmaci,* Abdulrezzak Alkan, Serife Saçmaci, Emin Saripinar, and Ertan Sahin

*Department of Chemistry, Faculty of Arts and Sciences, Bozok University, Yozgat 66200, Turkey


2,3-Dihydro-4-(4-methoxybenzoyl)-5-(4-methoxyphenyl)furan-2,3-dione 1 reacted with some alkyl carbamates (3a-b) via p,p’-dimethoxy- dibenzoylketene intermediate 2 giving new β-tricarbonyl compounds (4a-b). Then, these compounds were converted into 1,3-oxazine-2,4(3H)-dione 7 with urea and 2-thioxo-2,3-dihydropyrimidin-4(1H)-ones (6a-c) with some thiourea derivatives, respectively. Pyrimidin-4-ones (6a-c) and oxazine 7 were obtained in good yields. The structures and characterizations of new synthesized compounds were established by the 1H and 13C NMR, IR, UV-VIS spectroscopic data, elemental analysis, and X-ray diffraction method.