Reactions of substituted furan-2,3-diones with C- And N-nucleophiles


Akbaş E., Daskapan T., Sener A.

Asian Journal of Chemistry, vol.19, no.3, pp.1913-1918, 2007 (SCI-Expanded) identifier

  • Publication Type: Article / Article
  • Volume: 19 Issue: 3
  • Publication Date: 2007
  • Journal Name: Asian Journal of Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1913-1918
  • Keywords: Dioxine, Furan-2,3-Dione, Pyridazine
  • Ankara University Affiliated: Yes

Abstract

The thermolysis of 5-phenyl-2,3-dihydrofuran-2,3-dione in 4-methoxyphenylacetone yield 2-(4-methoxybenzyl)-2methyl-6-phenyl-4H-1,3-dioxin- 4-one via α-oxoketene. Reaction of 5-phenyl-2,3-dihydrofuran-2,3-dione with phenylhydrazine afforded 1,6-diphenyl-1,2-dihydropyridazine-3,4-dione. The hydrazine derivatives and 1,2-phenylenediamine react with 4,4- dimethyltetrahydrofuran-2,3-dione to give the corresponding hydrazone derivatives and 3,3-dimethyl-2,3-dihydrofuro[2,3-b]quinoxaline, respectively. The structures of compounds were characterized on the basis of elemental analyses, Mass, IR, 1H and 13C NMR spectra.