Cyanide Ion Promoted Addition of Acylphosphonates to Diethyl Cyanophosphonate: Synthesis of Phosphonocyanohydrin O-Phosphates

DEMİR A. G., Aybey A., Emrullahoglu M.

SYNTHESIS-STUTTGART, sa.10, ss.1655-1658, 2009 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Basım Tarihi: 2009
  • Doi Numarası: 10.1055/s-0029-1216634
  • Dergi Adı: SYNTHESIS-STUTTGART
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1655-1658
  • Anahtar Kelimeler: phosphonocyanohydrins, diethyl cyanophosphonate, addition reactions, acyl phosphonates, nucleophilic additions, ACYL ANION EQUIVALENTS, CARBONYL-COMPOUNDS, BINOLAM-ALCL, PHOSPHORYLATION, REARRANGEMENT, PHOSPHONATES, CONVERSION, NITRILES, CATALYST, COMPLEX
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Cyanide ion catalyzed addition of acylphosphonates to diethyl cyanophosphonate furnished phosphonocyanohydrin O-phosphates in high yield. The reaction works via the phosphonate-phosphate rearrangement, followed by the addition of diethyl cyanophosphonate to the cyanohydrin phosphate anion.