New beta-tricarbonyl compounds: Synthesis, reactions with urea and some thioureas

Sacmaci M., Alkan A., SAÇMACI Ş., SARIPINAR E., ŞAHİN E.

HETEROCYCLES, cilt.75, sa.8, ss.2013-2021, 2008 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 75 Sayı: 8
  • Basım Tarihi: 2008
  • Doi Numarası: 10.3987/com-08-11357
  • Dergi Adı: HETEROCYCLES
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.2013-2021
  • Anahtar Kelimeler: furan-2,3-dione, beta-tricarbonyl, pyrimidine, oxazine, X-ray, CYCLIC OXALYL COMPOUNDS, CHEMICAL-REACTIVITY, DIFFRACTION, DERIVATIVES
  • Erciyes Üniversitesi Adresli: Evet

Özet

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 beta-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 H-1 and C-13 NMR, IR, UV-VIS spectroscopic data, elemental analysis, and X-ray diffraction method.