Michael Addition of N-Heteroaromatics to Vinylphosphonates and Synthesis of Phosphoryl Pyrrolizones by Cyclization of Michael Adducts


Tasgin D. I., ÜNALEROĞLU C.

SYNTHESIS-STUTTGART, cilt.45, sa.2, ss.193-198, 2013 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 45 Sayı: 2
  • Basım Tarihi: 2013
  • Doi Numarası: 10.1055/s-0032-1317894
  • Dergi Adı: SYNTHESIS-STUTTGART
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.193-198
  • Anahtar Kelimeler: phosphonates, pyrrolizinones, Michael addition, metal triflates, heteroaromatic compounds, CYCLOPENTANE ANNULATED COMPOUNDS, EFFICIENT SYNTHESIS, REGIOSELECTIVE ALKYLATION, BIOLOGICAL-ACTIVITY, CONJUGATE ADDITION, PYRROLES, PHOSPHONATES, CONDENSATION, DERIVATIVES, PRODUCTS
  • Hacettepe Üniversitesi Adresli: Evet

Özet

Novel phosphonate compounds were synthesized via Michael addition of N-heteroaromatic compounds to aryl-and alkyl-substituted vinylphosphonates using scandium triflate as the catalyst. Intramolecular cyclization reaction of the Michael adducts obtained gives novel (dimethoxyphosphoryl) pyrrolizin-3-ones in high yields as a single diastereomer.