61022-55-7Relevant academic research and scientific papers
α-FUNCTIONAL CYCLOALKYLPHOSPHONATES. I. SYNTHESIS
Nasser, Jamal,About-Jaudet, Elie,Collignon, Noel
, p. 171 - 179 (2007/10/02)
Cycloalkylphosphonates 2 of different sizes (from cyclopropyl to cycloheptyl) bearing various functional groups Z in α-position were synthesized by bis-alkylation of α-functional methylphosphonates 1 and ω-dibromoalkanes in presence of base.The choice of the basic system is determined by the nature of Z.With powerful electron-withdrawing groups, NaH-THF/DMSO (Method A, for Z = CN, SO2R) or liquid-solid phase transfer process proved to be the more suitable systems.For Z = aryl or SR, lithium diisopropylamide is required to achieve the deprotonation.A wide range of new phoshonates were obtained in high yields on preparative scale.
