Zirconium(IV) compounds as efficient catalysts for synthesis of alpha-aminophosphonates.
Zirconium(IV) compounds are reported as excellent catalysts for a three-component one-pot reaction of an amine, an aldehyde or a ketone, and a di/trialkyl/aryl phosphite to form alpha-aminophosphonates under solvent-free conditions at rt. Among the various zirconium compounds, ZrOCl2 x 8 H2O and ZrO(ClO4)2 x 6 H2O were most effective. The reactions were faster with dialkyl/diaryl phosphites than with trialkyl/triaryl phosphites. No O-Me cleavage occurs with aryl methyl ether and methyl ester groups. alpha,beta-Unsaturated carbonyl moiety does not undergo conjugate addition with the phorphorous moiety.
Bhagat
Srikant
S
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Sector 67, S. A. S. Nagar 160 062, Punjab, India.
Chakraborti
Asit K
AK
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D014867:Water / Q000737:chemistry; D015040:Zirconium / Q000737:chemistry*
D000588:Amines; D063065:Organophosphonates; D014867:Water; D015040:Zirconium