Synthesis of furan-substituted dihydrofuran compounds by radical-cyclization reactions mediated by manganese(III) acetate

Creative Commons License

YILMAZ M., Bicer E., Ustalar A., Pekel A. T.

ARKIVOC, cilt.2014, ss.225-236, 2014 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 2014
  • Basım Tarihi: 2014
  • Doi Numarası: 10.3998/ark.5550190.p008.482
  • Dergi Adı: ARKIVOC
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.225-236
  • Anahtar Kelimeler: 4,5-Dihydrofuran, manganese(III) acetate, cyclization, furan substituted, FLUORINATED 1,3-DICARBONYL COMPOUNDS, DIASTEREOSELECTIVE SYNTHESIS, IODOENOLCYCLISATION, ALKYNES
  • Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
  • Ankara Üniversitesi Adresli: Evet

Özet

In this study, novel furan substituted dihydrofuran compounds were synthesized by the radical addition of 1,3-dicarbonyl compounds to 1,1- and 1,2-disubstituted alkenes using manganese(III) acetate in HOAc. It is observed that 1,1-disubstituted alkenes gave better yields whereas 1,2-disubstituted alkenes gave moderate yields. Besides, 1,2-disubstituted alkenes gave us cis-isomers whereas trifluoromethylated 1,3-dicarbonyl compounds with 1,2-disubstituted alkenes gave us trans-isomers of dihydrofuran determined by NOSY spectra.