Synthetic Methodologies for Perfluoroaryl-Substituted (Diaryl)methylphosphonates, -Phosphinates via SNAr Reaction.

The new synthetic methodologies for perfluoroaryl-substituted (diaryl)methylphosphonates, -phosphinates via nucleophilic aromatic substitution (SNAr) were developed. Benzylphosphonate and α-fluorobenzylphosphonate reacted with a wide variety of perfluoroarenes via SNAr reaction. The reaction took place quickly and gave perfluoroarylated phosphonates in high yields. Highly diastereoselective SNAr reaction with binaphthyl-based chiral phosphinates was further carried out.